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Credit Risk Strategist, Risk Foundations

Stripe · Chicago, US-Remote, Toronto

3130 Risk & Reward US Posted May 8, 2026

Who we are

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

Risk Foundations is a small, high-leverage team with a mandate to maximize Stripe’s enterprise value by managing risk across the user lifecycle. Whether we’re evaluating net-new opportunity areas, investigating existential threats, or finding ways to unlock value in the existing business, we approach problems with rigor, nuance, and intellectual humility. If you are excited to shape the infrastructure that powers safe, sustainable growth for millions of businesses, we encourage you to apply!

What you’ll do

Stripe handles billions of dollars every year for businesses around the world, and the Risk team plays a critical role in the company’s financial and partnership success. As a Strategist on the Risk Foundations team, you will help manage a rapidly growing merchant portfolio by guiding Stripe’s credit strategy and devising growth-friendly solutions that reduce overall credit risk. This is a high impact role that involves cross-functional partnership with Data Science, Engineering, Product, and Operations.

Responsibilities

Develop scalable methods to identify, measure, and control end-to-end risks (including Credit and Fraud) across the user lifecycle: this will involve identifying and shaping crucial risk management systems including in-product and back-end controls, use of external risk assessment tools, and implementation of rule-based and model-based detection systems
Proactively identify risk management opportunities, outline the strategy and translate complex requirements into technical specifications, which may include shipping code to enable rapid iteration of risk strategy
Work closely with Product, Engineering, and Data Science teams to shape new product offerings and develop data-driven, globally scalable systems and processes that combine strong risk management fundamentals with seamless user experiences.
Become an expert on the global ecosystem of Stripe’s products, integrations, tools, and partner requirements, and how those elements interact with payment risks
Develop strong internal relationships across partner teams (Data Science, Product, Engineering, Treasury, Sales, Operations, and Finance)
Challenge the payments industry status quo to help enable innovative businesses to flourish online

Who you are

We're looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum requirements

5+ years of relevant experience with financial risk modeling
A builder’s mindset with a willingness to question assumptions and conventional wisdom
Analytical: You are well versed in data analysis, modeling, and can frame business decisions and tradeoffs effectively through quantitative analysis and visualization
Collaborative: Ability to work effectively across teams, building strong working relationships in order to successfully execute on shared deliverables
Decisive, yet open to learning: you will make many critical decisions every day impacting large numbers of merchants. You are willing to make these difficult decisions and quickly learn and iterate from these experiences.
Understanding and empathetic to the challenges of setting up a new business: You will thoughtfully balance scaled enforcement decisions with user experience.
An enthusiastic “roll up your sleeves” mentality
Experience with SQL required
Bachelor’s degree in Economics, Statistics, Computer Science, Engineering or other quantitative or related field

Preferred qualifications

Experience with Python
Demonstrated experience working in fast paced highly ambiguous environments
Familiarity with LLM agents and how they can augment risk management practices

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Machine Learning Engineer, Support Experience

Stripe · Toronto, Canada

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4145 Support Products - Eng Canada Locations Posted May 8, 2026

Who we are

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

The Support Experience engineering organization builds and improves Stripe’s user support from end to end: how users get help within our products, how they get in touch with us when they have questions, and how our teams use internal tools to answer those questions. We’re accountable for the quality and reliability of this support stack and we use data and firsthand user research to continuously improve it.

Providing great support to users of all sizes is culturally important to everyone at Stripe. We are a group of friendly, user-oriented engineers that partner closely with Stripe’s world-class design, product, and operational teams. This includes the external-facing support interfaces (support.stripe.com), content, entry points, internal tooling, case routing, and helping product teams across the company reduce support volume by improving our products. We are also using the latest generative AI technologies to re-imagine support experiences, and are developing AI assistants for Stripe’s users and internally to help our operations teams be more productive.

What you’ll do

As a Machine Learning Engineer on the Support Experience team, you'll play a crucial role in enhancing our self-serve support experiences. You will be responsible for designing, building, training, evaluating, deploying, and owning ML models in production. For example, we apply LLMs to answer user questions with conversational agents and personalize product documentation, and are building automated systems to solve complex user problems. You will work closely with software engineers, machine learning engineers, product managers, and data scientists to operate Stripe’s ML powered systems, features, and products. You will also have the opportunity to contribute to and influence ML architecture at Stripe and be a part of a larger ML community.

Responsibilities

Design and implement state-of-the-art ML models and large scale ML systems for enhancing self-serve support capabilities, balancing ML principles, domain knowledge, and engineering constraints
Develop and optimize contextual conversation models and ML-powered resolution flows for common support scenarios, using tools such as PyTorch, TensorFlow, and XGBoost
Create and refine pipelines for training and evaluating models in both offline and online environments, with a focus on improving support quality and user satisfaction
Implement ML features that streamline information collection and processing for support agents, enhancing overall support efficiency
Collaborate with product, strategy, and content teams to propose, prioritize, and implement new AI-driven support features and improve answer capabilities
Stay current with the latest developments in ML/AI, particularly in natural language processing and conversational AI, and apply innovative ideas to improve support experiences

Who you are

We are looking for ML Engineers who are passionate about building ML systems that touch the lives of millions. You have experience developing efficient feature pipelines, building advanced ML models, and deploying them to production. You are comfortable with ambiguity, love to take initiative, have a bias towards action, and thrive in a collaborative environment.

Minimum requirements

Bachelor's Degree in ML/AI or related field (e.g. math, physics, statistics)
3+ years in AI/ML and backend engineering, including building and operating production ML systems at global scale with stringent SLOs—balancing reliability, latency, and cost—with privacy, security, and compliance by design.
Deep and up-to-date applied LLM experience: RAG/embeddings, tool use/function calling, agentic planning/orchestration architectures, post-training methods, code generation, benchmarks and evaluations, etc. Familiarity with classical ML methods and common frameworks e.g. Pytorch, TensorFlow.
Proficient in Python; strong distributed systems and data science fundamentals.
Experience working closely with product management, design, other engineers, and other cross-functional partners.
Strong technical leadership and communication: mentoring and elevating engineers, elevating AI/ML awareness and posture within organizations, setting architectural direction, and driving alignment in ambiguity.

Preferred qualifications

MS/PhD degree in ML/AI or related field (e.g. math, physics, statistics)
Experience working in Java or Ruby codebases
Experience designing, deploying, and owning Agentic LLM solutions (e.g., multi-step orchestrators, tool use/function calling) specifically for complex customer support or internal workflow automation.
Comfortable working with distributed teams across multiple locations and time zones

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Machine Learning Engineer, Supportability

Stripe · Toronto

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8217 Risk Engineering Canada Locations Posted May 8, 2026

Who we are

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

The Supportability Evaluation team acts as stewards of the financial ecosystem. Our mission is to protect Stripe’s reputation with our global financial partners by architecting highly precise, automated supportability controls. We develop the AI/ML models and systems that detect and action supportability violations in real-time. We're responsible for building high-fidelity detection engines that ensure our merchants remain compliant across the globe, balancing the scale of millions of users with the surgical precision required by the world’s largest financial institutions.

What you’ll do

As a Machine Learning Engineer in Supportability, you will be responsible for designing, building, training, evaluating, deploying, and owning AI/ML models in production. You will work closely with software engineers, machine learning engineers, product managers, and data scientists to operate Stripe’s ML powered systems, features, and products. You will also have the opportunity to contribute to and influence AI/ML architecture at Stripe and be a part of a larger community.

Responsibilities

Design state-of-the-art AI/ML models and large scale systems for detection and decisioning for Stripe products based onAI/ML principles, domain knowledge, and engineering constraints
Drive the expansion of Stripe's largest LLM-based system, scaling its usage and integrating new capabilities through agentic approaches or supervised learning.
Rapidly prototype new AI/ML-based approaches to achieve key business goals.
Develop processes to train and evaluate models in offline and online environments
Integrate models into production systems and ensure their scalability and reliability
Collaborate with product and strategy partners to propose, prioritize, and implement new product features
Engage with the latest developments in AI/ML and take calculated risks in transforming innovative ideas into productionized solutions
Explore cutting-edge AI/ML techniques and evaluate their potential to solve business problems

Who you are

We are looking for ML Engineers who are passionate about building AI/ML and AI systems that touch the lives of millions. You have experience building and evaluating advanced AI/ML models, and deploying them to production. You are comfortable with ambiguity, love to take initiative, have a bias towards action, and thrive in a collaborative environment.

Minimum requirements

2+ years of industry experience building and shipping AI/ML systems in production
Proficient with AI/ML libraries and frameworks such as PyTorch, TensorFlow, XGBoost, as well as Spark
Knowledge of various AI/ML algorithms and model architectures
Hands-on experience in designing, training, and evaluating machine learning models
Hands-on experience in productionizing and deploying models at scale
Experience rigorously evaluating model performance, including cleaning data, and working with data-generating processes to improve signal and reduce noise in high-noise datasets.
Proficiency in creatively applying modern machine learning techniques and Generative AI models to solve complex business problems.

Preferred qualifications

MS/PhD degree in AI/ML or related field (e.g. math, physics, statistics)
Experience with DNNs including the latest architectures such as transformers and LLMs
Experience working in Java or Ruby codebases
Proven track record of building and deploying AI/ML systems that have effectively solved ambiguous business problems
Experience with online experimentation such as A/B testing or multi-armed bandits.
Experience with model calibration

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AI GTM Engineer

MaintainX · San Francisco, Raleigh, Miami, Toronto, Montreal

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Growth and Marketing Montreal Raleigh San Francisco Toronto Posted May 8, 2026

MaintainX is the world's leading Asset and Work Intelligence platform for industrial and frontline environments. We are a modern IoT-enabled cloud-based tool for reliability, safety, and operations on physical equipment and facilities. MaintainX powers operational excellence for 13,000+ businesses including Duracell, Univar Solutions Inc., Titan America, McDonald's, Brenntag, Cintas, Xylem, and Shell.

We recently completed a $150 million Series D funding round, bringing our total funding to $254 million and valuing the company at $2.5 billion.

As the AI GTM Engineer, Growth Marketing, you’ll build and scale the technical foundation behind MaintainX’s acquisition engine. Reporting to the VP, Growth Marketing & Strategy, this is a hands-on, embedded role within the Growth Marketing team, where you will partner directly with marketers to design, build, and launch campaigns powered by automation and AI. You won’t operate as a separate engineering function, you’ll work side-by-side with Customer Marketing, Performance Marketing, SEO & GEO, Lifecycle, and Field Marketing teams to turn campaign ideas into scalable systems and live experiments. This role is critical to building an AI-native, system-driven marketing engine at MaintainX, enabling us to scale acquisition through automation, personalization, and experimentation.

What you'll do:

Partner with Marketing to Build & Launch Campaigns

Work directly with Growth marketers to ideate, design, and launch acquisition campaigns
Translate campaign ideas into scalable systems, automations, and experiments
Rapidly prototype and iterate on new growth plays (landing pages, outbound, paid, lifecycle)

Build Systems That Power Campaign Execution

Develop tooling for programmatic landing pages, ad creative generation, and email workflows
Enable marketers to launch campaigns faster through reusable systems and automation
Balance speed (quick tests) with scalability (systems that can be reused)

Embed AI into Marketing Workflows

Partner with marketers to identify high-leverage use cases for AI in campaigns
Build and deploy AI-driven systems for:

Creative generation and testing
Personalization across channels
Outbound messaging and sequencing

Turn one-off experiments into repeatable campaign infrastructure

Own Experimentation with Marketing

Co-design and implement experiments across paid, SEO, lifecycle, and web
Build tooling to track performance, attribution, and testing outcomes
Enable faster, data-driven iteration across campaigns

Audience, Segmentation & Personalization

Partner with marketers to define target audiences and ICP segments
Build systems to dynamically segment, enrich, and activate audiences across channels
Enable real-time personalization across the funnel

Marketing Data & Performance

Ensure clean data flows from marketing channels into CRM and analytics systems
Build dashboards and reporting layers for campaign performance and funnel metrics
Improve visibility into CAC, conversion rates, and pipeline generation

What you’ll bring:

Technical Skills

Strong programming ability (Python, JavaScript, or similar)
Experience working with APIs, automation frameworks, and event-driven systems
Strong SQL skills and experience with data warehouses (Snowflake, BigQuery, etc.)
Experience integrating tools like Salesforce, HubSpot, Segment, Webflow, etc.
Experience deploying AI/LLM workflows into production

Marketing Systems Experience

Experience working closely with marketing teams to build and launch campaigns
Strong understanding of paid media, SEO, lifecycle marketing, and web conversion flows
Experience building systems that directly support campaign execution and optimization

Mindset

Thinks like a marketer, builds like an engineer
Optimizes for speed, iteration, and measurable impact
Focused on pipeline and revenue outcomes, not just outputs
Defaults to automation and scalable systems over manual work

About you:

5+ years in growth engineering, marketing engineering, or technical growth roles, with experience building systems that support marketing and acquisition.
Strong ability to partner with marketers to design and launch campaigns, and translate those into scalable systems and automation.
Proficiency in SQL and at least one programming language (e.g., Python, JavaScript), with experience building scripts, workflows, or internal tools.
Experience working with APIs, data pipelines, and integrating marketing tools (e.g., Salesforce, HubSpot, Segment).
Experience applying AI/LLMs to automate or scale marketing workflows (e.g., content generation, personalization, outbound).
Solid understanding of paid media, SEO, lifecycle marketing, and experimentation frameworks.
Strong analytical skills with experience in testing, attribution, and performance measurement.
Entrepreneurial mindset: thrives in fast-paced, test-and-learn environments with a bias toward speed and execution.

What’s in it for you:

Competitive salary and meaningful equity opportunities.
Healthcare, dental, and vision coverage.
401(k) / RRSP enrolment program.
Take what you need PTO.
A Work Culture where:

You’ll work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist.
We believe in meritocracy, where ideas and effort are publicly celebrated.

About us:

Our mission is to make the life of blue-collar workers easier worldwide by creating software that meets their needs and realities. Our product is truly life-changing for 80% of the workforce that doesn’t work behind a desk and needs enterprise-grade software at their fingertips.

MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

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Digital Content & AI Automation Manager

Okta · Bellevue, Washington; Chicago, Illinois; Toronto, Ontario, Canada

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Web Marketing-465 Chicago Bellevue Toronto Posted May 8, 2026

Secure Every Identity, from AI to Human

Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence.

This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.

Role Summary

We’re looking for a Digital Content & AI Automation Manager to lead our transition to 'Vibe Marketing.' Inspired by the shift toward Vibe Coding, we want to bridge the gap between creative intent and digital execution. You’ll move Okta away from manual tickets and rigid CMS forms toward an agentic, self-service model—building the tools that allow marketers to describe a goal in natural language and see it manifest across our digital ecosystem.

This is a test, learn, build, iterate role. You aren't just managing a stack; you’re building an autonomous engine that empowers every marketer to be a creator.

What You’ll Actually Do

Build the "Vibe Marketing" tools: Create the workflows and agentic layers that allow non-technical stakeholders to manage and scale digital content across its entire lifecycle using natural language and AI assistance.
Develop Agentic Support Models: Prototype and deploy AI agents that act as "co-pilots" for Marketing Managers—handling everything from automated tagging and metadata to complex distribution across our headless ecosystem.
Architect Self-Service Systems: Reduce the "time-to-live" by building modular, reusable content structures that agents can manipulate, moving us beyond the constraints of traditional platforms like Adobe Experience Manager.
Operate Like a Lab: Run rapid experiments with emerging AI tools and automation platforms. Build scrappy prototypes—not just strategy decks—to prove that "vibe-based" creation works at enterprise scale.
Partner Across Teams: Bridge the gap between "what if" and "here’s how," working with Marketing, Engineering, and Digital teams to turn agentic concepts into production-ready workflows.

What We’re Looking For

The "Vibe" Mindset: You understand the shift from "doing the work" to "directing the agents." You’ve followed the Vibe Coding movement and are itching to apply it to Marketing Tech.
4–8 Years of Experience: You’ve seen the limitations of legacy CMS architectures and are ready to bypass those bottlenecks by building a modern, agent-led content supply chain.
Hands-on AI & Automation: You don't just prompt; you build. You have experience with APIs, MCP, LLM orchestration, and connecting tools to create seamless loops.
Technical Fluency: You aren't a full-stack engineer, but you understand how to navigate enterprise complexity—you're comfortable with structured content, and the logic of how data flows between a headless CMS, an LLM, and the front-end.

#LI - Hybrid

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Below is the annual base salary range for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York and Washington. Your actual base salary will depend on factors such as your skills, qualifications, experience, and work location. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental and vision insurance, 401(k), flexible spending account, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program please visit: https://rewards.okta.com/us.

The annual base salary range for this position for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York, and Washington is between:

$132,000—$181,500 USD

Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between:

$114,000—$157,300 CAD

The Okta Experience

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one.

Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws.

If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation.

Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.

Okta is committed to complying with applicable data privacy and security laws and regulations. For more information, please see our Personnel and Job Candidate Privacy Notice at https://www.okta.com/legal/personnel-policy/.

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AI Developer/Prompt Engineer

Levio · Toronto

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Données massives, intelligence artificielle et d'affaires / Big Data, BI & AI 1 - Unités d'affaires / Business Units Posted May 8, 2026

Are you looking to thrive in a stimulating work environment? 

Join Levio, a leader in digital transformation, and take your career to the next level. You will work alongside high-caliber professionals on ambitious, large-scale technology projects, directly embedded in our clients’ environments. At Levio, we value expertise, curiosity, and continuous improvement — and we give you the space to grow. 

About the Role

We are seeking AI Developer /Prompt Engineer to contribute to major projects.

The AI Developer lead the design, development, and deployment of advanced AI-enabled solutions in enterprise and cloud environments. This role combines strong software engineering discipline with deep hands-on experience in machine learning, generative AI, and modern AI development platforms. The role will be remote.

Why Join Levio? 

Work on complex, high impact digital transformation projects 
Collaborate with experienced, multidisciplinary teams 
Continuously develop your technical and professional expertise 
Enjoy flexibility, autonomy, and a strong people first culture 
Be part of an organization that values diversity, inclusion, and innovation

Role and Responsibilities 

Architect, develop, and deploy production-grade AI and generative AI solutions aligned with business outcomes
Lead implementation of NLP, LLM-based applications, predictive models, and intelligent agents
Build and integrate AI services using AWS Bedrock and AWS SageMaker
Apply AI-assisted development practices using GitHub Copilot and Claude Code
Design APIs, microservices, and event-driven integrations
Establish best practices for model lifecycle management, monitoring, security, and cost optimization
Provide technical leadership, code reviews, and mentoring
Ensure AI solutions meet security, privacy, and responsible AI standards

Qualifications and Experience 

Bachelor’s or Master’s degree in Computer Science, Engineering, or related field
6+ years software development experience, including 3+ years delivering AI solutions
Expert proficiency in Python and strong backend development experience
Hands-on experience with TensorFlow, PyTorch, or scikit-learn
Proven experience with AWS SageMaker and AWS Bedrock
Familiarity with GitHub Copilot and Claude Code
Strong cloud-native and microservices architecture experience

Preferred qualifications

Experience with LLM-based and agentic systems
Knowledge of MLOps and AI governance
Experience with vector databases and RAGarchitectures
Consulting or client-facing delivery experience

Compensation (Ontario)

The salary range provided reflects a good faith estimate based on factors such as experience, technical expertise, location, and relevant certifications. Final compensation will be determined according to the specific circumstances of each candidate.

Estimated salary range: $100,000 to $140,000 per year.

This posting is a current hiring need.

Benefits and Work Environment 

Levio offers a comprehensive and flexible benefits package designed to support your professional growth and personal wellbeing, including: 

4 weeks of cumulative vacation starting from day one

Flexible working hours

Professional Development Allowance (PDA) for training, computer equipment, and physical activities

Training tailored to your areas of expertise

Registered Retirement Savings Plan (RRSP) with employer contribution up to 3% of gross salary

Modular group insurance plan

Public transportation or parking reimbursement when required

Referral bonuses

11 statutory holidays

Personal days 
An active social life (5to7 events, social club, healthy snacks, coffee, and more)

Position Details 

Employment type: Full time, permanent

Notice on the Use of Artificial Intelligence in Recruitment

We use AI enabled tools to help sort and review applications based on job related criteria. Final decisions regarding candidate progression are always made by a human recruiter.

Employment Equity 

Levio subscribes to the principle of employment equity and applies an equal access employment program for women, Indigenous peoples, visible minorities, ethnic minorities, and persons with disabilities. 

We value diversity and inclusion and are committed to creating a healthy, accessible, and rewarding work environment that highlights the unique contributions of our employees. Accommodations are available upon request for candidates participating in all aspects of the selection process. 

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Senior Applied AI/ML Scientist - Listing Quality

Faire · Toronto, ON

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Algorithms & Data San Francisco, CA Toronto, ON Posted May 8, 2026

About Faire

Faire is a technology wholesale platform built on the belief that the future is local. Independent retailers around the globe collectively represent a multi-hundred-billion-dollar wholesale market that has historically been fragmented and offline. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so businesses can grow and local communities can thrive.

We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours.

About this role

Faire leverages the power of machine learning and data insights to revolutionize the wholesale industry, enabling local retailers to compete against giants like Amazon and big box stores. At Faire, the Data Science team is responsible for creating and maintaining a diverse range of algorithms and models that power our marketplace. We are dedicated to building machine learning models that help our customers thrive.

As a member of the Brand Data Science team working on Listing Quality, you will be responsible for improving the quality of product listings to help retailers find and evaluate products on Faire. You will use ML and AI to tackle critical challenges, such as enhancing image and text quality, extracting structured product attributes, and accurately identifying duplicates and product variants. You will leverage deep learning, multi-modal LLMs, and human-in-the-loop training to create high performance solutions. This space has been evolving rapidly with advancements in AI and you will be at the forefront of applying the latest technology to drive real-world impact. You will independently design and implement solutions and work with the cross-functional Listing Quality pod, including product, design, engineering, analytics, and operations, to solve problems end-to-end.

What you’ll do

Drive data science vision, strategy, and execution on Listing Quality, using ML and AI solutions to improve the quality of Faire’s product listings.
Use deep learning, LLM fine tuning, and human-in-the-loop training to automatically detect and address issues with high accuracy.
Act as a lead on the cross-functional Listing Quality pod, thinking end-to-end about brand and retailer experiences.

Qualifications

3+ years of industry experience using machine learning to solve real-world problems
Experience with relevant business problems (e.g. e-commerce)
Experience with relevant technical methods (e.g. LLM fine tuning, deep learning, or human-in-the-loop machine learning)
Strong programming skills
An excitement and willingness to learn new tools and techniques
The ability to design and implement ML solutions without supervision
Strong communication skills and the ability to work in a highly cross-functional team

Great to Haves:

Master’s or PhD in Computer Science, Statistics, or related STEM fields is highly recommended
Previous experience in listing quality for e-commerce
Previous experience in supervised fine tuning of multi-modal LLMs
Experience deploying and optimizing LLM inference systems at scale (10B+ tokens), with focus on cost efficiency and product impact

Salary Range

Canada: the pay range for this role is $180,000 to $247,500 per year.

This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary work location. The base pay range provided is subject to change and may be modified in the future.

Faire uses Artificial Intelligence (AI) to screen and select applicants for this position.

This job posting is for an existing vacancy.

Hybrid Faire employees currently go into the office 3 days per week on Tuesdays, Thursdays, and a third flex day of their choosing (Monday, Wednesday, or Friday). Additionally, hybrid in-office roles will have the flexibility to work remotely up to 4 weeks per year. Specific Workplace and Information Technology positions may require onsite attendance 5 days per week as will be indicated in the job posting.

Why you’ll love working at Faire

Move fast: You'll own meaningful problems that serve customers around the globe with the agency to move fast and see your results clearly.
Equipped to scale: We invest in what matters, including the latest enterprise AI tools, to help you work smarter and get more out of every day.
Best in class: Our team is full of sharp, kind, and generous colleagues who care about their craft and about helping you grow in yours.
Real rewards. Competitive pay, equity, and comprehensive benefits designed to support your life inside and outside of work.
Belonging: We're intentional about building an environment where every Faire employee has equal access to opportunities, growth, and success.

Faire was founded in 2017 by a team of early product and engineering leads from Square. We’re backed by some of the top investors in retail and tech including: Y Combinator, Lightspeed Venture Partners, Forerunner Ventures, Khosla Ventures, Sequoia Capital, Founders Fund, and DST Global. We have headquarters in San Francisco and Kitchener-Waterloo, and a global employee presence across offices in Toronto, London, and New York. To learn more about Faire and our customers, you can read more on our blog.

Faire provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity or gender expression.

Faire is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Accommodations are available throughout the recruitment process and applicants with a disability may request to be accommodated throughout the recruitment process. We will work with all applicants to accommodate their individual accessibility needs. To request reasonable accommodation, please fill out our Accommodation Request Form (https://bit.ly/faire-form)

Privacy

For information about the type of personal data Faire collects from applicants, as well as your choices regarding the data collected about you, please visit Faire’s Privacy Notice (https://www.faire.com/privacy)

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Senior Applied AI/ML Scientist - Listing Quality

Faire · San Francisco, CA

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Algorithms & Data San Francisco, CA Toronto, ON Posted May 8, 2026

About Faire

Faire is a technology wholesale platform built on the belief that the future is local. Independent retailers around the globe collectively represent a multi-hundred-billion-dollar wholesale market that has historically been fragmented and offline. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so businesses can grow and local communities can thrive.

We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours.

About this role

Faire leverages the power of machine learning and data insights to revolutionize the wholesale industry, enabling local retailers to compete against giants like Amazon and big box stores. At Faire, the Data Science team is responsible for creating and maintaining a diverse range of algorithms and models that power our marketplace. We are dedicated to building machine learning models that help our customers thrive.

As a member of the Brand Data Science team working on Listing Quality, you will be responsible for improving the quality of product listings to help retailers find and evaluate products on Faire. You will use ML and AI to tackle critical challenges, such as enhancing image and text quality, extracting structured product attributes, and accurately identifying duplicates and product variants. You will leverage deep learning, multi-modal LLMs, and human-in-the-loop training to create high performance solutions. This space has been evolving rapidly with advancements in AI and you will be at the forefront of applying the latest technology to drive real-world impact. You will independently design and implement solutions and work with the cross-functional Listing Quality pod, including product, design, engineering, analytics, and operations, to solve problems end-to-end.

What you’ll do

Drive data science vision, strategy, and execution on Listing Quality, using ML and AI solutions to improve the quality of Faire’s product listings.
Use deep learning, LLM fine tuning, and human-in-the-loop training to automatically detect and address issues with high accuracy.
Act as a lead on the cross-functional Listing Quality pod, thinking end-to-end about brand and retailer experiences.

Qualifications

3+ years of industry experience using machine learning to solve real-world problems
Experience with relevant business problems (e.g. e-commerce)
Experience with relevant technical methods (e.g. LLM fine tuning, deep learning, or human-in-the-loop machine learning)
Strong programming skills
An excitement and willingness to learn new tools and techniques
The ability to design and implement ML solutions without supervision
Strong communication skills and the ability to work in a highly cross-functional team

Great to Haves:

Master’s or PhD in Computer Science, Statistics, or related STEM fields is highly recommended
Previous experience in listing quality for e-commerce
Previous experience in supervised fine tuning of multi-modal LLMs
Experience deploying and optimizing LLM inference systems at scale (10B+ tokens), with focus on cost efficiency and product impact

Salary Range

San Francisco: the pay range for this role is $211,000 to $290,500 per year.

This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary work location. The base pay range provided is subject to change and may be modified in the future.

Hybrid Faire employees currently go into the office 3 days per week on Tuesdays, Thursdays, and a third flex day of their choosing (Monday, Wednesday, or Friday). Additionally, hybrid in-office roles will have the flexibility to work remotely up to 4 weeks per year. Specific Workplace and Information Technology positions may require onsite attendance 5 days per week as will be indicated in the job posting.

Why you’ll love working at Faire

Move fast: You'll own meaningful problems that serve customers around the globe with the agency to move fast and see your results clearly.
Equipped to scale: We invest in what matters, including the latest enterprise AI tools, to help you work smarter and get more out of every day.
Best in class: Our team is full of sharp, kind, and generous colleagues who care about their craft and about helping you grow in yours.
Real rewards. Competitive pay, equity, and comprehensive benefits designed to support your life inside and outside of work.
Belonging: We're intentional about building an environment where every Faire employee has equal access to opportunities, growth, and success.

Faire was founded in 2017 by a team of early product and engineering leads from Square. We’re backed by some of the top investors in retail and tech including: Y Combinator, Lightspeed Venture Partners, Forerunner Ventures, Khosla Ventures, Sequoia Capital, Founders Fund, and DST Global. We have headquarters in San Francisco and Kitchener-Waterloo, and a global employee presence across offices in Toronto, London, and New York. To learn more about Faire and our customers, you can read more on our blog.

Faire provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity or gender expression.

Faire is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Accommodations are available throughout the recruitment process and applicants with a disability may request to be accommodated throughout the recruitment process. We will work with all applicants to accommodate their individual accessibility needs. To request reasonable accommodation, please fill out our Accommodation Request Form (https://bit.ly/faire-form)

Privacy

For information about the type of personal data Faire collects from applicants, as well as your choices regarding the data collected about you, please visit Faire’s Privacy Notice (https://www.faire.com/privacy)

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Principal Software Engineer, AI (Web & Data)

Okta · Toronto, Ontario, Canada

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Web Marketing-465 Toronto Posted May 8, 2026

Secure Every Identity, from AI to Human

Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence.

This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.

Role Overview

We are seeking an accomplished Principal Engineer to lead the technical architecture and evolution of our hybrid digital ecosystem. In this pivotal role, you will drive the strategic integration of multi-modal AI into our core infrastructure while architecting an omnichannel platform capable of supporting complex customer journeys. You will balance the adoption of proven third-party AI solutions (OpenAI, Anthropic) with the development of proprietary optimizations where they deliver a competitive advantage. As a technical leader, you will champion a vendor-agnostic, ethically grounded, and Privacy by Design approach to AI implementation.

Key Responsibilities

Infrastructure Modernization: Lead the roadmap for migrating legacy data pipelines to AI-native architectures. You will design modern data orchestration solutions utilizing Apache Airflow, dbt, and Kafka to replace outdated batch processing with real-time, event-driven flows.
AI-Native Web Transformation: Define the web infrastructure required for a high-agility ecosystem. Architect the evolution of our Headless CMS environments (AEM, Contentful) and modern frontend frameworks to enable automated page assembly and AI-driven UI components.
Agentic Pipeline Development: Design and build autonomous pipelines that bridge the gap between design systems, automated component development, and publishing workflows.
ML & Data Engineering Leadership: Establish standards for RAG, vector databases, and LLM orchestration. Provide architectural guidance for the seamless integration of AI capabilities across headless and omnichannel systems while ensuring consistency, performance, and security.
Engineering Productivity: Champion the use of AI-assisted coding and engineering productivity tools such as Claude Code and Cursor to accelerate development cycles and optimize architectural decision-making.

Required Qualifications

Experience: 8–10 years in software engineering, specializing in SaaS platform architecture and distributed systems design.
Leadership & Advocacy: Excellence in technical diplomacy and stakeholder influence. Proven ability to translate complex AI/Data roadmaps into business value while mentoring senior teams and advocating for architectural best practices.
Data Orchestration: Strong hands-on experience with Apache Airflow (or similar), Kafka, and dbt to support real-time AI applications.
AI & Web Convergence: Proven expertise integrating LLMs into production web environments with a focus on agentic workflows and autonomous UI generation.
Architectural Vision: Deep understanding of headless CMS, composable, and event-driven patterns that allow for programmatic content and UI generation.
Modern Delivery: Experience with cloud-native technologies (AWS/GCP, Docker, Kubernetes) and a deep expertise in data privacy frameworks and AI ethics.

#LI-Hybrid

#P24079_3413893

Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between:

$175,000—$192,500 CAD

The Okta Experience

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one.

Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws.

If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation.

Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.

Okta is committed to complying with applicable data privacy and security laws and regulations. For more information, please see our Personnel and Job Candidate Privacy Notice at https://www.okta.com/legal/personnel-policy/.

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AI Solution Architect

Levio · Toronto

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Données massives, intelligence artificielle et d'affaires / Big Data, BI & AI 1 - Unités d'affaires / Business Units Posted May 8, 2026

Are you looking to thrive in a stimulating work environment? 

Join Levio, a leader in digital transformation, and take your career to the next level. You will work alongside high-caliber professionals on ambitious, large-scale technology projects, directly embedded in our clients’ environments. At Levio, we value expertise, curiosity, and continuous improvement — and we give you the space to grow. 

About the Role

We are seeking AI Solution Architect to define, design, and lead the delivery of enterprise-grade AI and generative AI solutions. This role bridges business strategy, solution architecture, and advanced AI technologies to ensure solutions are scalable, secure, compliant, and aligned with organizational objectives. The role will be remote.

Why Join Levio? 

Work on complex, high impact digital transformation projects 
Collaborate with experienced, multidisciplinary teams 
Continuously develop your technical and professional expertise 
Enjoy flexibility, autonomy, and a strong people first culture 
Be part of an organization that values diversity, inclusion, and innovation

Role and Responsibilities 

Lead end-to-end architecture of AI and generative AI solutions from use-case definition through production
Design cloud-native AI architectures leveraging modern data, ML, and LLM platforms
Define reference architectures, patterns, and best practices for enterprise AI adoption
Evaluate and select AI platforms, foundation models, and tools based on value, risk, and cost considerations
Partner with business and executive stakeholders to identify high-value AI opportunities
Translate business requirements into clear solution designs, trade-offs, and roadmaps
Architect AI solutions using AWS Bedrock and AWS SageMaker
Ensure alignment with cloud governance, security, privacy, and compliance standards
Provide architectural oversight, design reviews, and mentorship to delivery teams
Embed responsible AI, risk management, monitoring, and lifecycle practices into designs

Qualifications and Experience 

Bachelor’s or Master’s degree in Computer Science, Engineering, or a related field
8+ years of experience in solution architecture or senior technical roles, including 4+ years delivering AI/ML solutions
Strong understanding of machine learning, generative AI, and LLM-based architectures
Proven experience architecting AI solutions on AWS, including AWS SageMaker and AWS Bedrock
Deep knowledge of cloud architecture, APIs, microservices, and event-driven systems
Ability to balance technical depth with business, risk, and regulatory considerations

Preferred Qualifications

Experience with LLM platforms, RAG architectures, and AI agent systems
Familiarity with MLOps, model monitoring, and AI lifecycle management
Experience in regulated or enterprise environments
Consulting or client-facing solution architecture experience

Compensation (Ontario)

The salary range provided reflects a good faith estimate based on factors such as experience, technical expertise, location, and relevant certifications. Final compensation will be determined according to the specific circumstances of each candidate.

Estimated salary range: $150,000 to $200,000 per year.

This posting is a current hiring need.

Benefits and Work Environment 

Levio offers a comprehensive and flexible benefits package designed to support your professional growth and personal wellbeing, including: 

4 weeks of cumulative vacation starting from day one

Flexible working hours

Professional Development Allowance (PDA) for training, computer equipment, and physical activities

Training tailored to your areas of expertise

Registered Retirement Savings Plan (RRSP) with employer contribution up to 3% of gross salary

Modular group insurance plan

Public transportation or parking reimbursement when required

Referral bonuses

11 statutory holidays

Personal days 
An active social life (5to7 events, social club, healthy snacks, coffee, and more)

Position Details 

Employment type: Full time, permanent

Notice on the Use of Artificial Intelligence in Recruitment

We use AI enabled tools to help sort and review applications based on job related criteria. Final decisions regarding candidate progression are always made by a human recruiter.

Employment Equity 

Levio subscribes to the principle of employment equity and applies an equal access employment program for women, Indigenous peoples, visible minorities, ethnic minorities, and persons with disabilities. 

We value diversity and inclusion and are committed to creating a healthy, accessible, and rewarding work environment that highlights the unique contributions of our employees. Accommodations are available upon request for candidates participating in all aspects of the selection process. 

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Sr. Support Tools Product Manager

Samsara · Remote - Toronto

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Support Remote - OR Posted May 7, 2026

Who we are

Samsara (NYSE: IOT) is the pioneer of the Connected Operations™ Cloud, which is a platform that enables organizations that depend on physical operations to harness Internet of Things (IoT) data to develop actionable insights and improve their operations. At Samsara, we are helping improve the safety, efficiency and sustainability of the physical operations that power our global economy. Representing more than 40% of global GDP, these industries are the infrastructure of our planet, including agriculture, construction, field services, transportation, and manufacturing — and we are excited to help digitally transform their operations at scale.

Working at Samsara means you’ll help define the future of physical operations and be on a team that’s shaping an exciting array of product solutions, including Video-Based Safety, Vehicle Telematics, Apps and Driver Workflows, and Equipment Monitoring. As part of a recently public company, you’ll have the autonomy and support to make an impact as we build for the long term.

About the role:

The Support Tools Product team is responsible for defining the vision, roadmap, and user experience for our core Support tools to drive support experience.

As a Sr. Support Tools Product Manager, you’ll drive strategy, solve ambiguous and high-impact problems across multiple teams, and influence the long-term strategic direction of our sales technology stack. You will own a significant module of our core support tools, delivering substantial impact and contributing significantly to the company's GTM strategy and future.

This role is open to candidates residing in Canada.

You should apply if:

You want to impact the industries that run our world: Your efforts will result in real-world impact – helping to keep the lights on, get food into grocery stores, and most importantly, ensure workers return home safely.
You have an innate curiosity about how businesses work: One day you’ll meet with someone in waste management, and the next you may be learning about the inner workings of a food distribution center. Our top sales team members seek to learn the ins and outs of the businesses they support in order to make a larger impact.
You build genuine relationships with your customers: The industries we serve have relied on pen-and-paper solutions for years and haven’t been met with the type of technology we offer. Our customers value earned trust and human relationships built over time.
You want to be with the best: Samsara’s high-performance culture means you’ll be surrounded by the best and challenged to go farther than you have before.
You are a team player: At Samsara, sales is a team sport. We help each other out by sharing best practices and focusing on winning as a team.

In this role, you will:

Fully own the success of your tool(s) within Samsara’s revenue stack. This includes:

Discovery: Lead deep user research to identify, document, and anticipate core customer support pain points and future GTM tooling needs.
Design: Draft comprehensive Product Requirements Documents (PRDs) and design artifacts (wireframes), ensuring alignment with business goals and automated workflows.
Build: Oversee feature execution and drive rigorous usability testing, collaborating with GTMS, Sales Ops, and AI + Data Analytics teams.
Launch: Coordinate all aspects of release, including change management, enablement programs, and documentation for seamless field adoption.
Adopt & Iterate: Define and track key performance indicators (KPIs and adoption metrics) to measure business impact and inform rapid roadmap iterations.
Champion, role model, and embed Samsara’s cultural principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) as we scale globally and across new offices

Minimum requirements for the role:

5-8 years of Customer Support tooling experience in a fast-paced SaaS environment
Bachelor's degree in a technical or business field, or equivalent practical work experience.
AI Platform Experience: Proven experience managing AI support tools or LLM-based platforms (e.g., Decagon, Happy Robot, Intercom Fin, or similar).
Established subject matter expert in GTM tooling, with a history of delivering substantial impact across multiple tools
Ability to translate complex customer and business problems into clear requirements and solutions.
Experience with leveraging AI to solve high-impact business problems
Analytical Skills: Ability to look at large datasets of conversation logs to identify patterns and root causes of technical failures.

The range of annual base salary for full-time employees for this position is below. Please note that base pay offered may vary depending on factors including your city of residence, job-related knowledge, skills, and experience. Learn more about our total rewards and benefits below.

Annual Base Salary

$122,400—$158,400 CAD

Total Rewards

At Samsara, we build for the people who keep the global economy moving. We want owners, not passengers, which is why our rewards are designed to fuel high-impact builders. Our compensation program delivers above-market total compensation through a combination of base salary, performance-based bonus/variable pay, and equity (for eligible roles) in a high-growth public company. We meaningfully differentiate pay for our top performers, who have the opportunity to earn above-market compensation that can outpace the broader market over time.

Beyond compensation, we provide the foundations that enable long-term success: a flexible, employee-led remote model, a professional development stipend, comprehensive health and parental leave plans, and more. If you’re ready to build for the long term and own the outcome, your journey starts here.

Flexible Working

At Samsara, we embrace a flexible working model that caters to the diverse needs of our teams. Our offices are open for those who prefer to work in-person and we also support remote work where it aligns with our operational requirements. For certain positions, being close to one of our offices or within a specific geographic area is important to facilitate collaboration, access to resources, or alignment with our service regions. In these cases, the job description will clearly indicate any working location requirements. Our goal is to ensure that all members of our team can contribute effectively, whether they are working on-site, in a hybrid model, or fully remotely. All offers of employment are contingent upon an individual’s ability to secure and maintain the legal right to work at the company and in the specified work location, if applicable.

Belonging at Samsara

At Samsara, we welcome everyone regardless of their background. All qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, sex, gender, gender identity, sexual orientation, protected veteran status, disability, age, and other characteristics protected by law. We depend on the unique approaches of our team members to help us solve complex problems and want to ensure that Samsara is a place where people from all backgrounds can make an impact.

Accommodations

Samsara is an inclusive work environment, and we are committed to ensuring equal opportunity in employment for qualified persons with disabilities. Please email accessibleinterviewing@samsara.com or click here if you require any reasonable accommodations throughout the recruiting process.

Our Commitment to Authenticity

We use Tofu, a fraud detection tool, to validate the authenticity of applications and protect against identity fraud. This ensures we are connecting with real people and allows us to prioritize genuine candidates. Please see Samsara’s Candidate Privacy Notice for more information.

Fraudulent Employment Offers

Samsara is aware of scams involving fake job interviews and offers. Please know we do not charge fees to applicants at any stage of the hiring process. Official communication about your application will only come from emails ending in @samsara.com, @us-greenhouse-mail.io or @mail3.guide.co. For more information regarding fraudulent employment offers, please visit our blog post here.

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ML/AI Engineer

Levio · Toronto

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Données massives, intelligence artificielle et d'affaires / Big Data, BI & AI 1 - Unités d'affaires / Business Units Posted May 7, 2026

Are you looking to thrive in a stimulating work environment? 

Join Levio, a leader in digital transformation, and take your career to the next level. You will work alongside high-caliber professionals on ambitious, large-scale technology projects, directly embedded in our clients’ environments. At Levio, we value expertise, curiosity, and continuous improvement — and we give you the space to grow. 

About the Role

We are seeking ML/AI Engineers to contribute to major projects.

The ML / AI Engineer design, build, deploy, and operate production-grade machine learning and generative AI systems. This role owns the end-to-end ML lifecycle, ensuring models and AI services are scalable, reliable, secure, and deliver measurable business value. The role will be remote.

Why Join Levio? 

Work on complex, high impact digital transformation projects 
Collaborate with experienced, multidisciplinary teams 
Continuously develop your technical and professional expertise 
Enjoy flexibility, autonomy, and a strong people first culture 
Be part of an organization that values diversity, inclusion, and innovation

Role and Responsibilities 

Design, implement, and productionize machine learning and generative AI models
Build training, validation, and inference pipelines for ML and LLM-based solutions
Implement feature engineering, embeddings, and model versioning best practices
Support LLM-based systems, including RAG architectures and inference optimization
Implement CI/CD for ML and LLM workflows, including automated deployment and rollback
Monitor AI systems for performance, drift, bias, and reliability in production
Optimize compute usage, latency, and operational costs across AI workloads
Ensure AI systems comply with security, privacy, and responsible-AI standards
Collaborate with AI Architects, Developers, and Data Engineers across delivery teams
Mentor junior ML/AI engineers and contribute to engineering best practices

Qualifications and Experience 

Bachelor’s or Master’s degree in Computer Science, Engineering, Data Science, or related field
6+ years of experience in engineering roles, with 3+ years in AI/ML positions
Strong proficiency in Python and ML frameworks (PyTorch, TensorFlow, scikit-learn)
Hands-on experience deploying and operating ML models in production
Experience with cloud ML platforms, especially AWS SageMaker
Strong understanding of data pipelines, model lifecycle management, and monitoring

Compensation (Ontario)

The salary range provided reflects a good faith estimate based on factors such as experience, technical expertise, location, and relevant certifications. Final compensation will be determined according to the specific circumstances of each candidate.

Estimated salary range: $110,000 to $150,000 per year.

This posting is a current hiring need.

Benefits and Work Environment 

Levio offers a comprehensive and flexible benefits package designed to support your professional growth and personal wellbeing, including: 

4 weeks of cumulative vacation starting from day one

Flexible working hours

Professional Development Allowance (PDA) for training, computer equipment, and physical activities

Training tailored to your areas of expertise

Registered Retirement Savings Plan (RRSP) with employer contribution up to 3% of gross salary

Modular group insurance plan

Public transportation or parking reimbursement when required

Referral bonuses

11 statutory holidays

Personal days

An active social life (5to7 events, social club, healthy snacks, coffee, and more)

Position Details 

Employment type: Full time, permanent

Notice on the Use of Artificial Intelligence in Recruitment

We use AI enabled tools to help sort and review applications based on job related criteria. Final decisions regarding candidate progression are always made by a human recruiter.

Employment Equity 

Levio subscribes to the principle of employment equity and applies an equal access employment program for women, Indigenous peoples, visible minorities, ethnic minorities, and persons with disabilities. 

We value diversity and inclusion and are committed to creating a healthy, accessible, and rewarding work environment that highlights the unique contributions of our employees. Accommodations are available upon request for candidates participating in all aspects of the selection process. 

Ready to apply?

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Levio

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People Systems Manager

Robinhood · Menlo Park, CA

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Corporate Engineering Division Menlo Park, CA Toronto, Canada Posted May 7, 2026

Join us in building the future of finance.

Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading.

About the team + role

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.

The People Systems team builds and operates the technology that supports Robinhood’s employees across their entire lifecycle. The team focuses on Workday and connected systems, ensuring reliable operations, strong data quality, and scalable solutions for a growing global workforce. You will work closely with partners across HR, Engineering, Finance, and Legal to deliver systems that support hiring, onboarding, payroll, and compliance.

As a People Systems Manager, you will lead the design, development, and operation of Robinhood’s People Systems ecosystem with Workday as the foundation. You will contribute directly to system configuration, integrations, and architecture while guiding a team of engineers and analysts. This role also focuses on applying AI tools and automation to reduce manual processes, improve data accuracy, and enhance employee support. You will help define how AI is applied within People Systems to improve efficiency and scalability!

This role is based in our Menlo Park, CA office, with in-person attendance expected 5 days per week.

At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.

What you’ll do

Own and evolve Robinhood's core People Systems with Workday as the foundation — driving configuration, integrations, Extend development, and architectural decisions.
Lead as a hands-on technical manager: you write, review, and ship alongside your team rather than delegating from a distance.
Actively use AI-assisted development tools (e.g. Cursor, Claude Code, GitHub Copilot) to accelerate delivery — and set the standard for AI-augmented workflows on your team.
Design and build AI-powered automations and agents that reduce manual HR operations, improve data quality, and enhance the employee experience.
Build and maintain integrations across the People tech stack — deep ownership of EIB-based integrations required, Workday Studio experience strongly preferred.
Prototype and productionize AI capabilities embedded in HR workflows (e.g. intelligent routing, document processing, conversational HR interfaces).
Drive major initiatives including vendor and worker management systems, Workday enhancements, and Workday Extend investments.
Support international growth and M&A by enabling scalable People systems for new geographies.
Establish a long-term People Systems roadmap that is AI-first — not AI-curious — balancing near-term operational needs with a bold future-state architecture.
Maintain a high bar for data quality, security, privacy, and compliance across all People systems.
Lead and grow a distributed team of FTEs and contractors, building strong technical ownership and accountability.

What you bring

7+ years of progressive People Systems or HRIS experience, including 2+ years managing technical teams.
4+ years of hands-on Workday experience with strong technical depth across Core HCM, integrations, and Extend.
Demonstrated use of AI coding tools such as Cursor, Claude Code, or GitHub Copilot — we'll ask you to walk us through projects where these tools changed how you work.
Proven experience building AI agents, automations, or LLM-powered workflows — side projects, internal tools, and production systems all count.
Deep experience building and supporting Workday integrations; EIB required, Workday Studio strongly preferred.
Familiarity with Greenhouse and/or Ashby.
Strong cross-functional partnership skills across HR, Engineering, Finance, and Legal.
Ability to operate in fast-paced, ambiguous environments — you make decisions with incomplete information and iterate quickly.
A portfolio or track record of shipped AI projects: describe what you built, what tools you used, and what impact it had.
Strong analytical and problem-solving skills with a bias toward action and measurable outcomes.

Leadership expectations

Our ambitious roadmap requires a great culture shaped by exceptional leaders. Here’s what we expect from them:

Drive high performance by setting clear, focused goals, giving real-time feedback, stretching top talent, and scaling impact through focus, innovation, and tech.
Hire and retain top talent by setting a high bar, hiring only those who raise it, investing in onboarding, and addressing talent issues quickly and fairly.
Create community by connecting work to purpose, removing friction while prioritizing safety, building trust and inclusion, and leading from the front with integrity.

What we offer

Challenging, high-impact work to grow your career.
Performance-driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching.
Best-in-class benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents.
Lifestyle wallet — a highly flexible benefits spending account for wellness, learning, and more.
Employer-paid life & disability insurance, fertility benefits, and mental health benefits.
Time off to recharge including company holidays, paid time off, sick time, parental leave, and more!
Exceptional office experience with catered meals, events, and comfortable workspaces.

In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits.

Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed and is aligned to one of 3 compensation zones. For other locations not listed, compensation can be discussed with your recruiter during the interview process.

Base Pay Range:

Zone 1 (Menlo Park, CA; New York, NY; Bellevue, WA; Washington, DC)

$191,000—$225,000 USD

Zone 2 (Denver, CO; Westlake, TX; Chicago, IL)

$168,000—$198,000 USD

Zone 3 (Lake Mary, FL; Clearwater, FL; Gainesville, FL)

$150,000—$176,000 USD

Click here to learn more about our Total Rewards, which vary by region and entity.

If our mission energizes you and you’re ready to build the future of finance, we look forward to seeing your application.

Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws. Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the Privacy Policy for your country of application.

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Senior Machine Learning Engineer, Growth

HelloFresh · Toronto, Ontario, Canada

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Tech Toronto, ON, Canada Posted May 7, 2026

We are seeking a Senior Machine Learning Engineer to join the Growth Tech Alliance. In this role, you will architect and deploy the robust infrastructure behind our intelligent marketing systems. You will be responsible for maturing algorithmic prototypes into high-performance production systems, ensuring our AI-driven marketing optimization is served reliably and autonomously at a global scale.

S'more about the team

We are hiring a Senior Machine Learning Engineer to take our AI tooling to the next level by architecting and deploying the robust infrastructure behind our intelligent marketing optimization systems. You will provide critical engineering execution for our AI initiatives. You will develop scalable microservices for predictive scoring, orchestrate complex LLM-based agents for creative intelligence. As the ML engineering expert for the team, you will drive the maturation of algorithmic prototypes into high-performance production systems with maximum Speed & Agility, shaping the future of how HelloFresh automates marketing at an unprecedented scale.

Lettuce share what this role will be responsible for

As a core member of the engineering team, you will focus on productionizing ML infrastructure across several domains:

Build robust integration layers for visual AI pipelines that process multi-modal embeddings that power various predictive models.
Transition proof-of-concept models into resilient production microservices and architect LLM-based orchestration frameworks.
Engineer high-throughput, low-latency data pipelines to process 1P data and pipeline signals into external platforms like Meta and Google.
Collaborate with data scientists and other engineers in a cross-functional team to improve HelloFresh’s value forecasting efficiency.
Establish CI/CD processes, feature stores, and drift detection to ensure continuous delivery and model reliability.
All other duties, as assigned

Sound a-peeling? Here's what we're looking for

Experience leading the end-to-end lifecycle of production ML systems, from architectural design to scalable deployment and monitoring.
Expertise in leveraging hyperscaler ecosystems (AWS, GCP, Azure) to build cost-effective, resilient, and automated ML infrastructure.
Deep technical proficiency with modern ML frameworks (PyTorch, TensorFlow, HuggingFace)
Expert programming skills in Python and PySpark.
A BS/MS in Computer Science or a related engineering field, coupled with a proven track record of bringing ML systems from prototype to high-traffic production.
Proven experience engineering robust data architectures that reliably process and combine diverse data formats, ranging from structured offline conversion data to unstructured multimedia assets.
A demonstrated bias for action and extreme ownership, eager to adopt Gen AI tools to creatively solve architectural challenges and enhance engineering velocity.

Let’s cut to the cheese, this is why you'll love it here

Box Discount - Amazing discounts on 1 box per week! 75% discount on weekly HelloFresh and Chefs Plate meal kits AND 50% off weekly Factor meal box.
Health & Wellness - Health & Dental benefits from day 1, a Health Spending Account, unlimited access to the Headspace app to meet your self-care needs, and 25% discount on GoodLife fitness memberships!
Vacation & PTO - Time off is also an important part of self-care! We offer generous vacation and PTO to help you create a good work-life balance.
Family Benefits - A parental leave top-up program for expectant parents.
Growth & Development - We support your career progression and invest in your continued learning through experiences and initiatives owned by our dedicated L&D team
Work Hard & Have Fun - From team socials to engaging company days, you’ll have plenty of opportunity to experience the fun!
Diversity & Inclusion Initiatives - With impactful ERG’s like FreshPride, Women Empowered and LIMES, we are committed to our diversity, equity & inclusion efforts.
Food Puns - this one is kind of a big dill if you haven’t already noticed. We even have some punny meeting room names!

Flexible Hybrid Approach

At HelloFresh, we know that flexible work arrangements are essential in enabling you to do your best work, while balancing your personal and life needs. Offering remote work flexibility, along with the opportunity to interact and collaborate in the office are all a part of creating a great employee experience.

To meet these needs, we are pleased to provide Flexible Hybrid work. Flexible Hybrid is a people-first approach that is based on choice, trust, personalization, and empowers teams to choose when and how often they work from the office and work from home, in addition to team days and company days. This means a minimum of 2 days in office per week, with most teams in office between 2-3 days a week.

#LI-HYBRID

#Engineering

HelloFresh Canada uses AI-integrated technology to help us process and evaluate applications more efficiently. This includes tools that screen and assess candidate qualifications based on the requirements for this role. While these tools assist our workflow, all final selection decisions are made by our hiring team.

This is a posting for an existing vacancy. We are actively seeking to fill this position.

Toronto, ON Pay Range

$170,000—$190,000 CAD

Ready to apply?

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Staff Analytics Engineer, Growth

HelloFresh · Toronto, Ontario, Canada

Apply now

Tech Toronto, ON, Canada Posted May 7, 2026

S'more about the team

As a Staff Analytics Engineer, you will be the technical architect and strategic lead for data assets driving HelloFresh’s growth globally. Data-driven decision making is at the core of our company culture and your extensive experience and knowledge across technical and business related topics will enable us to make better and faster decisions. You will work with teams across the Growth Alliance - for example Conversions, Payments, Pricing/Benefits, Communications and Adtech - by proactively identifying opportunities and building data infrastructure for insights and AI usage. You will be an influential member of the Growth Analytics team, mentoring other team members and leading the adoption of new technologies and ways of working.

Lettuce share what this role will be responsible for

Lead Data Quality & Strategic Optimization: Act as the final authority on SQL/Python reviews and own strategic systems. You will resolve systemic deficiencies, manage non-functional requirements like global scalability, and make high-level design trade-offs in ambiguous, high-risk situations.
Architect Robust Data Models & AI Foundations: Drive the design of scalable models and create AI-ready data foundations. You will transform data through medallion architecture (Bronze to Gold) to ensure high-quality feature engineering and "truth sets" that intuitively reflect complex business logic.
Drive Pipeline Stewardship & Best Practices: Take ultimate accountability for pipeline reliability and define the tooling roadmap. You will lead high-impact migrations, set monitoring strategies for latency and throughput, and evangelize the adoption of new technologies like DBT and observability tools.
Enable Cross-Functional Strategy & Mentor the Team: Partner with leadership to translate business goals into technical roadmaps while you mentor and scale the team. You will develop self-service tools for analysts and initiate organizational changes to improve delivery speed and data accuracy.

Sound a-peeling? Here's what we're looking for

Leadership in Analytics Engineering & Change Agency: 7+ years of experience with a proven track record of owning technical strategy across multiple business domains. You don’t just manage the status quo; you actively simplify codebases, resolve root-cause deficiencies, and lead teams through complex migrations.
Mastery of the Modern Data Stack & AI Proficiency: Expert-level SQL and Python skills with deep experience refactoring complex pipelines (e.g., Snowflake, dbt). You possess a strong understanding of the data lifecycle for AI and are familiar with LLM-integrated data workflows.
Strategic Problem Solving & Exceptional Communication: Ability to solve high-complexity technical problems and anticipate bottlenecks before they hit the business. You can effectively advise Senior Leadership, bridging the gap between deep technical architecture and business value.
Operational Excellence Mindset & Pragmatism: A focus on "metrics that matter" (P0 pipelines, MTTR, documentation) combined with the business acumen to know when to drive standards and when to adapt for optimal outcomes.

Let’s cut to the cheese, this is why you'll love it here

Box Discount - Amazing discounts on 1 box per week! 75% discount on weekly HelloFresh and Chefs Plate meal kits AND 50% off weekly Factor meal box.
Health & Wellness - Health & Dental benefits from day 1, a Health Spending Account, unlimited access to the Headspace app to meet your self-care needs, and 25% discount on GoodLife fitness memberships!
Vacation & PTO - Time off is also an important part of self-care! We offer generous vacation and PTO to help you create a good work-life balance.
Family Benefits - A parental leave top-up program for expectant parents.
Growth & Development - We support your career progression and invest in your continued learning through experiences and initiatives owned by our dedicated L&D team
Work Hard & Have Fun - From team socials to engaging company days, you’ll have plenty of opportunity to experience the fun!
Diversity & Inclusion Initiatives - With impactful ERG’s like FreshPride, Women Empowered and LIMES, we are committed to our diversity, equity & inclusion efforts.
Food Puns - this one is kind of a big dill if you haven’t already noticed. We even have some punny meeting room names!

Flexible Hybrid Approach

At HelloFresh, we know that flexible work arrangements are essential in enabling you to do your best work, while balancing your personal and life needs. Offering remote work flexibility, along with the opportunity to interact and collaborate in the office are all a part of creating a great employee experience.

To meet these needs, we are pleased to provide Flexible Hybrid work. Flexible Hybrid is a people-first approach that is based on choice, trust, personalization, and empowers teams to choose when and how often they work from the office and work from home, in addition to team days and company days. This means a minimum of 2 days in office per week, with most teams in office between 2-3 days a week.

#LI-HYBRID

HelloFresh Canada uses AI-integrated technology to help us process and evaluate applications more efficiently. This includes tools that screen and assess candidate qualifications based on the requirements for this role. While these tools assist our workflow, all final selection decisions are made by our hiring team.

This is a posting for an existing vacancy. We are actively seeking to fill this position.

Toronto, ON Pay Range

$120,000—$140,000 CAD

Ready to apply?

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Senior Data Scientist, Growth

HelloFresh · Toronto, Ontario, Canada

Apply now

Tech Toronto, ON, Canada Posted May 7, 2026

The Growth Tech Alliance's goal is to enable HelloFresh to drive smarter marketing through AI-powered automation, intelligent systems, and advanced optimization. We've pioneered cutting-edge approaches to programmatic campaign optimization using state-of-the-art AI/ML technologies and are now scaling these capabilities across our global marketing operations. Our team’s key responsibilities include designing, building, maintaining autonomous decision-making systems, advanced ML models for marketing optimization, and real-time intelligence that drives measurable business impact. We work at the intersection of modern AI architectures, deep statistical modelling, and enterprise-scale ML operations.

S'more about the team

As a Senior Data Scientist in AdTech, you will design, build, and deploy production-grade machine learning models that drive significant marketing ROI. You will provide critical expertise in advancing our intelligent marketing optimization systems, focusing on the entire ML lifecycle from data preprocessing and feature engineering to large-scale deployment and performance monitoring. By translating complex marketing challenges into robust production systems, you will ensure our AI-driven capabilities deliver measurable business impact and enhanced efficiency at a global scale

Lettuce share what this role will be responsible for

Develop, build, and iterate on advanced machine learning models across core adtech domains to optimize marketing performance and contribute to the orchestration of highly efficient marketing workflows.
Design and implement ML models for Media Optimization, and contribute to their operationalization into high-impact production systems.
Contribute to Creative Automation efforts by building and enhancing predictive AI models to guide our global production studios.
Design and build ML models for Value Optimization to intelligently isolate high-value customers.
Adhere to and contribute to the team's ML operations (MLOps) practices, focusing on experiment tracking, system observability, and model reliability in production.
Rapidly prototype innovative machine learning solutions, including Gen AI-forward approaches, and integrate them into our existing, orchestrated multi-agent systems to enable complex autonomous workflows.
Collaborate closely with Product, Engineering, and Marketing to identify high-impact programmatic automation opportunities and execute robust A/B testing and experimentation designs for models in high-noise environments.
All other duties, as assigned

Sound a-peeling? Here's what we're looking for

MSc or equivalent experience in a quantitative discipline with proven experience building and deploying AI/ML systems from prototype to production at scale
Expert proficiency in Python, PySpark, and SQL, hands-on experience with cloud environments (GCP, AWS, or Azure), and practical experience with modern machine learning frameworks such as HuggingFace, TensorFlow or similar.
Expertise in applied machine learning relevant to AdTech, including predictive modeling, optimization algorithms, and modern LLM capabilities preferred.
Proven experience tackling complex marketing data problems, such as algorithmic budget pacing, LTV prediction pipelines, or AI-driven media optimization systems.
Strong foundation in statistical analysis and experimentation, with practical experience designing A/B tests to validate the incremental business impact of algorithmic systems
Demonstrated ability to effectively communicate intricate analytical findings to diverse audiences, bridging the gap between deep technical implementation and core business KPIs
Track record of building production ML systems with robust practices, demonstrating a bias for action and extreme ownership, treating the business outcomes of your algorithms with a true Founder Mentality
Experience with programmatic advertising ecosystems, marketing analytics, and the operational aspects of running performance-critical ML models in high-traffic environments

Let’s cut to the cheese, this is why you'll love it here

Box Discount - Amazing discounts on 1 box per week! 75% discount on weekly HelloFresh and Chefs Plate meal kits AND 50% off weekly Factor meal box.
Health & Wellness - Health & Dental benefits from day 1, a Health Spending Account, unlimited access to the Headspace app to meet your self-care needs, and 25% discount on GoodLife fitness memberships!
Vacation & PTO - Time off is also an important part of self-care! We offer generous vacation and PTO to help you create a good work-life balance.
Family Benefits - A parental leave top-up program for expectant parents.
Growth & Development - We support your career progression and invest in your continued learning through experiences and initiatives owned by our dedicated L&D team
Work Hard & Have Fun - From team socials to engaging company days, you’ll have plenty of opportunity to experience the fun!
Diversity & Inclusion Initiatives - With impactful ERG’s like FreshPride, Women Empowered and LIMES, we are committed to our diversity, equity & inclusion efforts.
Food Puns - this one is kind of a big dill if you haven’t already noticed. We even have some punny meeting room names!

Flexible Hybrid Approach

At HelloFresh, we know that flexible work arrangements are essential in enabling you to do your best work, while balancing your personal and life needs. Offering remote work flexibility, along with the opportunity to interact and collaborate in the office are all a part of creating a great employee experience.

To meet these needs, we are pleased to provide Flexible Hybrid work. Flexible Hybrid is a people-first approach that is based on choice, trust, personalization, and empowers teams to choose when and how often they work from the office and work from home, in addition to team days and company days. This means a minimum of 2 days in office per week, with most teams in office between 2-3 days a week.

#LI-HYBRID

HelloFresh Canada uses AI-integrated technology to help us process and evaluate applications more efficiently. This includes tools that screen and assess candidate qualifications based on the requirements for this role. While these tools assist our workflow, all final selection decisions are made by our hiring team.

This is a posting for an existing vacancy. We are actively seeking to fill this position.

Toronto, ON Pay Range

$140,000—$170,000 CAD

Ready to apply?

Apply to HelloFresh

HelloFresh

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Data Engineer - Analytics Platform

Faire · Kitchener-Waterloo, ON; Toronto, ON

Apply now

Engineering Kitchener-Waterloo, ON Toronto, ON Posted May 6, 2026

About Faire

Faire is a technology wholesale platform built on the belief that the future is local. Independent retailers around the globe collectively represent a multi-hundred-billion-dollar wholesale market that has historically been fragmented and offline. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so businesses can grow and local communities can thrive.

We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours.

About this role:

Our Engineering organization owns the software that makes our marketplace work. The Platform group empowers teams across Faire: Product Engineering, Data Science, Product Management, Strategy, Analytics, Finance, etc. Enabling these functions to do their best work without concern about underlying infrastructure. We enable product engineering teams to build and operate software with unmatched speed and quality. We care about good engineering practices, excellent developer experience, security, testability, ease of maintenance, and scaling to serve millions of users. We value best practices to achieve excellent availability and performance.

The Analytics Platform team builds capabilities to accelerate data-driven analytics, improve productivity and accuracy at Faire. Its mandate is to reduce time from data to insights.

The team focuses on the following areas and capabilities:

Data warehousing, including cost-efficient storage and compute
ETL (extract, transform, load) and ELT (extract, load, transform) pipelines
Evolution of foundational datasets with company-wide utilization
BI (business intelligence) tooling and integrations
Productivity acceleration tooling for analytics use-cases, including AI/LLM powered tools
Automation of analytics functions
Monitoring, alerting, and cost tracking for workloads
Data security, privacy, and governance

The team also owns relationships with select infrastructure vendors.

We’re looking for: An engineer with data and analytics experience to work alongside our highly talented team, develop and deliver technical projects, and engage with other teams in the organization.

What you’ll do:

Plan and execute on technology projects that scale with our growth; contribute to our technology foundations with a focus on data integrity, security, performance, scale, reliability, operational excellence.
Engage with team planning and prioritization, balancing urgent and near-term needs with long-term goals.
Provide technical expertise on difficult open-ended problems.

Qualifications:

Strong Python and SQL skills
Experience developing and operating ETL/ELT, storage, compute, workflow systems
Exposure to building and operating reliable, scalable data pipelines, orchestration of data movement, querying, transformation, and frameworks for analytics engineering workflows
Understanding of data warehousing basics, especially Snowflake, is highly valuable
Understanding of performance, capacity, cost trade-offs in data processing systems.
Experience diagnosing, mitigating, and addressing data system production issues at scale
Strong communication skills
A bachelor's degree in Computer Science/Software Engineering or equivalent industry experience

Select technologies we use and teach: AWS, Snowflake, Airflow, Spark, Python, Kotlin

Salary range:

Canada: the pay range for this role is $129,500 - $178,000 per year.

This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary work location. The base pay range provided is subject to change and may be modified in the future.

Hybrid Faire employees currently go into the office 3 days per week on Tuesdays, Thursdays, and a third flex day of their choosing (Monday, Wednesday, or Friday). Additionally, hybrid in-office roles will have the flexibility to work remotely up to 4 weeks per year. Specific Workplace and Information Technology positions may require onsite attendance 5 days per week as will be indicated in the job posting.

Why you’ll love working at Faire

Move fast: You'll own meaningful problems that serve customers around the globe with the agency to move fast and see your results clearly.
Equipped to scale: We invest in what matters, including the latest enterprise AI tools, to help you work smarter and get more out of every day.
Best in class: Our team is full of sharp, kind, and generous colleagues who care about their craft and about helping you grow in yours.
Real rewards. Competitive pay, equity, and comprehensive benefits designed to support your life inside and outside of work.
Belonging: We're intentional about building an environment where every Faire employee has equal access to opportunities, growth, and success.

Faire was founded in 2017 by a team of early product and engineering leads from Square. We’re backed by some of the top investors in retail and tech including: Y Combinator, Lightspeed Venture Partners, Forerunner Ventures, Khosla Ventures, Sequoia Capital, Founders Fund, and DST Global. We have headquarters in San Francisco and Kitchener-Waterloo, and a global employee presence across offices in Toronto, London, and New York. To learn more about Faire and our customers, you can read more on our blog.

Faire provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity or gender expression.

Faire is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Accommodations are available throughout the recruitment process and applicants with a disability may request to be accommodated throughout the recruitment process. We will work with all applicants to accommodate their individual accessibility needs. To request reasonable accommodation, please fill out our Accommodation Request Form (https://bit.ly/faire-form)

Privacy

For information about the type of personal data Faire collects from applicants, as well as your choices regarding the data collected about you, please visit Faire’s Privacy Notice (https://www.faire.com/privacy)

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GEO Content Specialist

Okta · Bellevue, Washington; Chicago, Illinois; Toronto, Ontario, Canada

Apply now

Digital Media-415 Chicago Bellevue Toronto Posted May 6, 2026

Secure Every Identity, from AI to Human

Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence.

This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.

Okta is seeking a highly proficient GEO Content Specialist to execute content-focused Generative Engine Optimization (GEO) strategies for Okta and Auth0. This is a mid-level individual contributor role focused on ensuring content is optimized for visibility and retrieval in the evolving landscape of AI Search/GEO/AEO. The ideal candidate is a reliable self-starter with a strong understanding of content, SEO, and the mechanisms of Large Language Models (LLMs).

Core Responsibilities & Execution

Content Optimization:

Execute the strategy for structuring and optimizing content to promote content retrievability by LLMs
Develop and refine content blocks to be machine-parsable and aligned with semantic density and emerging AI answer formats.
Understand how content must be shaped for LLM visibility and apply best practices while adhering to brand and quality standards.
Identify opportunities by reviewing GEO prompt data, analyzing competitors, and thinking creatively about content needs for the business

GEO Knowledge & Application:

Maintain a working knowledge of how LLMs function, relevant KPIs, and content-related GEO best practices.
Apply concepts such as vector embeddings, RAG, grounding, chunks, passages, and citations in daily content work.
Stay current on industry changes related to GEO/AEO/AIO and the future of organic visibility.

Data & Workflow:

Utilize a data-driven approach to execute content tasks and identify content performance trends.
Collaborate with Content and Digital Strategy teams to ensure optimized content is published effectively.
Manage assigned content tasks effectively, meeting deadlines and quality standards.
Leverage AI in content analysis, editing and production workstreams to improve efficiency and output

Qualifications

4+ years of professional experience in SEO, digital marketing, or content strategy, with a focus on content optimization and/or content development
Understands how content is rewarded in both LLMs and modern-day search ranking algorithms (this position is not about traditional SEO keyword optimization)
Familiarity with current GEO concepts and the role of LLMs in search
Working knowledge of SEO/AI Search platforms such as SEMRush, BrightEdge, Ahrefs, Profound, and Google Search Console.
Proficiency in data analysis and insights gathering for content output and performance tracking
Strong communication skills, with the ability to articulate content requirements and results clearly
Experience using Adobe Experience Manager (AEM) or a similar enterprise-level CMS.
Background in the Identity and Access Management (IAM), B2B marketing, SAAS, or the cybersecurity domain is preferred, but not required.

#LI - Hybrid

#P24088_3363970

Below is the annual base salary range for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York and Washington. Your actual base salary will depend on factors such as your skills, qualifications, experience, and work location. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental and vision insurance, 401(k), flexible spending account, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program please visit: https://rewards.okta.com/us.

The annual base salary range for this position for candidates located in California (excluding San Francisco Bay Area), Colorado, Illinois, New York, and Washington is between:

$80,000—$110,000 USD

Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between:

$72,000—$99,000 CAD

The Okta Experience

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one.

Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws.

If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation.

Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.

Okta is committed to complying with applicable data privacy and security laws and regulations. For more information, please see our Personnel and Job Candidate Privacy Notice at https://www.okta.com/legal/personnel-policy/.

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Agentic Analytics Engineer

Opendoor · Toronto

Apply now

Engineering Office - Washington-Seattle Posted May 6, 2026

About the Team

As a Senior+ Agentic Analytics Engineer at Opendoor, you will join the Data organization and help build something that doesn't exist at most companies: an Agentic Analytics team. This is a high-impact IC role at the intersection of data science, data engineering, and AI.

Opendoor has adopted a "Default to AI" philosophy—if AI can handle it, AI should handle it. We're not theorizing about AI transformation; we're shipping it.

Why This Role

Most analytics teams are stuck in reactive mode—fielding ad-hoc requests and building dashboards that go stale. We're building something different: AI systems that proactively tell leaders what they should focus on, why it matters, and what to do about it.

If you want to define what analytics looks like in an AI-first company, this is it.

What You'll Do

Build Proactive Intelligence Systems

Design and deploy AI agents that monitor business performance and surface actionable insights without being asked
Architect systems that shift analytics from "answering questions" to "anticipating needs"
Create intelligent alerting that distinguishes signal from noise and recommends specific actions

Create AI-Powered Analytics Tools

Develop natural language interfaces that let business leaders query data conversationally
Build semantic layers that translate business concepts into data structures optimized for LLM reasoning
Ship internal tools that transform how Opendoor makes decisions at every level

Own the Analytics-to-Action Pipeline

Design data models that support automated analysis, pattern detection, and AI agent interactions
Build workflows that connect insight generation to recommended actions
Establish feedback loops that make our AI systems smarter over time

Drive Leverage Across the Business

Identify high-value opportunities where AI can augment human decision-making
Implement end-to-end solutions using Claude, custom agents, and modern AI tooling
Measure impact rigorously—we care about decisions influenced, not dashboards built

We're Looking for Teammates Who Have

Technical Foundation

5+ years of experience in analytics, data science, or data engineering, with increasing scope and ownership
Expert-level SQL with demonstrated ability to design complex data models and optimize for both human and AI consumption
Strong Python proficiency for data engineering, automation, and AI agent development
Experience with modern data warehouses (Snowflake, BigQuery, or similar) and the broader data stack (dbt, Airflow, etc.)

AI & Automation Expertise

Hands-on experience building and deploying AI agents or LLM-powered applications in production
Deep understanding of LLM capabilities, limitations, and prompt engineering best practices
Experience architecting semantic layers or natural language interfaces for data access
Proven ability to identify high-ROI automation opportunities and ship end-to-end solutions

Analytics & Business Acumen

Track record of driving measurable business impact through analytics—not just producing analyses, but influencing decisions
Strong analytical intuition—you know what questions matter before they're asked
Experience translating ambiguous, cross-functional business problems into technical solutions
History of operating autonomously and setting direction, not just executing on defined projects

Leadership & Influence

Experience mentoring other analysts or engineers, formally or informally
Demonstrated ability to influence senior stakeholders and drive alignment across teams
Comfort operating in ambiguity and shaping strategy, not just responding to it
Track record of building systems and processes that scale beyond yourself

Builder Mindset

You ship products, not just dashboards
You'd rather build something useful in a week than something perfect in a quarter
You measure success by business impact, not technical complexity
You're energized by creating leverage—building once so others benefit forever

Bonus Points If You Have

Experience in real estate, fintech, or marketplace businesses
Background in marketing analytics, sales operations, product analytics, or pricing/economics
History of building tools or platforms that replaced recurring analyst work
Experience leading technical projects or small teams

At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.

Ready to apply?

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Enterprise Application AI Architect

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY;Los Angeles, CA;Seattle, WA;Ontario, CAN - Remote;Toronto, Ontario, CAN - Remote;United States - Remote

Apply now

Engineering United States - Denver, CO United States - New York, NY United States - San Francisco, CA Canada - Ontario - Remote Canada - Toronto, Ontario - Remote United States - Los Angeles, CA - Remote United States - Remote United States - Seattle, WA - Remote Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

As the Enterprise Applications AI Architect, you will lead the integration of AI and automation across Gusto’s enterprise applications ecosystem, transforming how internal systems connect, communicate, and operate. Sitting within the IT and Enterprise Applications organization, you will partner closely with Product, Engineering, Finance, People Tech, and Operations to bridge business needs with AI driven solutions. You will act as the connector between business requirements and AI frameworks, designing Model Context Protocols (MCPs) and AI agents that make enterprise workflows smarter, faster, and more autonomous. In line with Gusto’s FY26 Enterprise Systems strategy, you will help shift our ERP and Finance systems from reactive workflows to predictive, context aware, and self improving platforms, while ensuring security, compliance, and measurable impact. This role combines hands-on technical execution with strategic systems thinking, using integration fluency, AI literacy, and business empathy to create the connective tissue that allows AI to seamlessly augment enterprise operations.

About the Team:

This role will report to the Enterprise AIT team, a group focused on driving the intelligent transformation of Gusto’s enterprise systems. The Enterprise AIT team is responsible for integrating AI, automation, and advanced analytics across our internal applications ecosystem to improve scalability, efficiency, and decision-making. Partnering closely with Finance, Business Ops, IT, and Security, the team enables Gusto’s enterprise systems to become smarter, more predictive, and more adaptive. This is a new role, designed to expand the team’s capacity to operationalize AI within enterprise workflows and support Gusto’s broader Enterprise Systems strategy.

Here’s what you’ll do day-to-day:

Translate business needs into AI workflows by partnering with Finance and Business Operations teams to identify automation opportunities and design agentic workflows that improve decision making and reduce manual effort.
Develop and maintain Model Context Protocols (MCPs) that securely and reliably connect enterprise systems such as NetSuite, Zuora, and Jira to AI agents, with clear documentation and optimization.
Create and manage intelligent agents that execute or augment core enterprise processes such as onboarding, billing support, and compliance monitoring using large language models and orchestration frameworks.
Govern the full lifecycle of MCPs and agents, ensuring adherence to enterprise data governance, privacy, and security standards, including SOX compliance, auditability, and appropriate access controls.
Measure and optimize impact by defining and tracking KPIs such as automation adoption, efficiency gains, agent accuracy, reliability, and cost performance, and using those insights to guide iteration.
Enable and influence the organization by partnering with IT, Security, and business stakeholders to build reusable AI frameworks, coach teams on safe and effective AI driven workflows, and champion AI first practices across day to day operations.

Here’s what we're looking for:

8+ years in Business Systems Analysis, Enterprise Applications, or Automation roles, with a track record of delivering impact in complex environments.
Demonstrated experience building and maintaining integrations across systems such as Jira, NetSuite, or similar, with a strong grasp of APIs, JSON, and RESTful service design.
Hands-on knowledge of AI agent frameworks (for example LangChain, CrewAI, Semantic Kernel, MCP) and experience designing or maintaining Model Context Protocols or equivalent frameworks.
Familiarity with leading LLM platforms (OpenAI, Anthropic, Gemini etc.) and practical experience with prompt engineering.
Proficiency in Python or JavaScript for automation, orchestration, and building modular, scalable AI workflows that translate complex requirements into executable solutions.
Strong documentation, analytical, and stakeholder communication skills, with the ability to clearly explain tradeoffs and align technical solutions with business needs.
Passion for building secure, compliant, and explainable AI systems, embedding risk, privacy, and compliance considerations (including SOX and audit controls) into every solution, with a growth mindset and focus on clarity, iteration, and measurable outcomes.

Our cash compensation amount for this role is targeted at $150,000-$165,000 /yr in Denver & most remote locations, and $185,000-$205,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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Principal Product Designer, CoreX AI

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY;Los Angeles, CA;Seattle, WA;Toronto, Ontario, CAN - Remote

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Design United States - Denver, CO United States - New York, NY United States - San Francisco, CA Canada - Toronto, Ontario - Remote United States - Los Angeles, CA - Remote United States - Seattle, WA - Remote Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

About Design at Gusto

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the role:

We’re hiring a Principal Product Designer to lead AI design across Gusto.

This is one of the most senior individual contributor design roles at the company. You’ll define how AI works, behaves, and earns trust across the Gusto platform – starting with Gus, our AI conversational assistant, and expanding into AI-powered workflows embedded in payroll, benefits, HR, and beyond. You’ll shape the interaction model, UX principles, and product direction for AI across Gusto. You will work with senior Product and Engineering leaders to define our AI portfolio. You will develop important AI features that customers will consider and you’ll ship high-impact, customer-facing AI capabilities that help our customers get their work done faster and more effectively, while building their trust in Gusto. These features will help customers finish their tasks faster and build their trust in Gusto.

This role is both strategic and hands-on. We’re looking for someone who can set a long-term UX vision for AI and turn it into real, shipped product that meaningfully improves how small businesses get work done.

Here’s what you’ll do day-to-day:

Define and evolve the UX vision for our Gus conversational assistant and AI experiences across the Gusto platform.
Lead and ship Tier 1 AI initiatives from early concept through launch and iteration.
Design full AI-powered workflows – shaping how users provide input, how model outputs are validated and acted on, and how the experience handles risk, uncertainty, and failure.
Partner closely with AI Product and Engineering leaders to translate complex technical constraints into intuitive, credible user experiences.
Establish scalable AI interaction patterns and design principles that teams across Gusto can adopt.
Write and iterate on prompts in collaboration with engineering, PM, and content design.
Use AI tooling to accelerate exploration and prototyping, customer feedback loops, and shipping to customers.
Mentor designers on the AI team and coach designers across Gusto who are shipping AI features.
Advocate for high-quality, responsible AI experiences across Design and R&D.

Here’s what we're looking for:

Proven AI product impact: You’ve shipped LLM-driven product experiences to production and can demonstrate measurable impact on adoption, efficiency, or user trust.
Systems-level thinking: You’ve designed complete AI workflows – not just chat interfaces – and can speak fluently about failure modes, guardrails, user control, and transparency.
Strategic product influence: You’ve defined UX direction at a portfolio or company level and influenced roadmap, scope, and sequencing decisions in partnership with senior PM and Engineering leaders.
Technical fluency: You’re comfortable collaborating with highly technical AI engineers. You understand concepts like retrieval, context management, latency, and model reliability, and can translate them into robust UX decisions.
Builder mindset: You ship. You prototype. You iterate. You’re not interested in defining principles without turning them into real customer impact.
Organizational leadership: You have enhanced team work quality. You achieved this by coaching team members, setting new standards, and building solid partnerships across different functions.

Compensation Details

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $204,000/yr to $238,000/yr in Denver & most remote locations, and $240,000/yr to $280,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

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Operations AI Engineer

Opendoor · Toronto

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Engineering Toronto Posted May 6, 2026

AI Operations Engineer

Team: Technical Operations - AI Operations

About the Role

At Opendoor, AI isn't a side project - it's how we work. Across the company, teams default to AI to solve problems, ship faster, and remove friction from everything we do. The AI Operations team sits at the intersection of data, AI engineering, and operational systems.

You will help define the future of how we work across our Operations by building AI powered workflows, automation, and experiences that drive leverage across Operations. This is high agency work in high ambiguity - turning messy problems into clean solutions, prototyping fast, and shipping.

You'll design systems and influence tooling decisions that affect how our operations scale – so we need people who think critically about what they build, why, the impact it will have on our operations and how to measure success.

We're looking for AI-native builders to join our team, blending Operational expertise and systems thinking to drive leverage across our teams. If you default to AI in how you approach work, you’ll fit right in.

Why Join Us

Opportunity to shape AI Operations from the ground up
Work on cutting-edge systems directly impacting our Customers and Operations
Collaborate with talented engineers, data scientists, product teams, and operational teams

What You'll Do

Turn ambiguous business problems into clear system designs, experiments, and implementation plans
Identify and implement opportunities to improve our operational reliability, efficiency, and cost
Prototype and ship rapid experiments that test improvements to workflows
Evaluate build-vs-integrate decisions for AI tools and automation, with a bias toward scalable, maintainable solutions over one-off demos
Build and maintain AI-powered automation, internal tools to improve how we work
Assess and pressure-test system architectures — your own and others' — for scaling limitations, failure modes, and operational sustainability
Maintain clean, trustworthy data through thoughtful schemas, audits, and dashboards that improve visibility and decision making
Implement monitoring and alerting for model performance, latency, and drift detection
Troubleshoot production issues and conduct root cause analysis

Partner with data scientists and R&D to operationalize models
Develop runbooks, documentation, and best practices for AI Operations

What We're Looking For

AI Alchemy: You have high agency and a tinkering mindset. You default to experimenting, running variations with new tools and methods - LLMs, automation platforms, coding assistants until you can transmute data into high quality results. You're comfortable writing SQL, working with APIs, and stitching tools together to ship solutions fast.

Systems Thinking: You understand how data flows, business and systems objectives, how decisions get made, and how changes in one part of an operation ripple across others. You evaluate global vs. local trade-offs and can explain why a solution that works today might break at scale - before someone has to ask.

System Design: You take complex, messy problems and reduce them to simple, durable architecture. You know when to build custom vs. integrate existing tools, and you proactively identify scaling limitations before they become technical debt.

Communication: Articulate problems clearly to both technical and non-technical audiences. You write clean documentation, build dashboards that tell a story, and can walk a stakeholder through your design rationale.

Impact Driven: You optimize for impact over novelty, choosing the right tools for the job rather than chasing trends with a long range horizon, observability to ensure performance, scalability and resiliency

Additionally:

Familiarity with LLM deployment, context engineering and comfortable writing SQL
Understanding of machine learning lifecycle concepts: training, evaluation, deployment, monitoring
5+ years of experience in operations and data experience

Tools and Technologies

You'll work across a range of tools and we expect this list to evolve. Current stack includes:

AI coding assistants: Claude Code, Cursor, or similar
Rapid prototyping tools: Lovable, Replit, Figma
Workflow automation: Gumloop, Zapier, or similar platforms
Experience with MCP integrations is a plus
Experience with data platforms (Snowflake, Databricks) is a plus
Background in agentic AI frameworks or building automation flows is a plus

Bonus Domain Expertise

You don't need deep expertise in all of these, but experience in one or more is a strong signal

Pricing and valuation
Sales,support, partnerships
Home operations
Homes support

At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.

Ready to apply?

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Operations AI Engineer

Opendoor · Office - Florida-Miami

Apply now

Engineering Toronto Posted May 6, 2026

About the Role

At Opendoor, AI isn't a side project - it's how we work. Across the company, teams default to AI to solve problems, ship faster, and remove friction from everything we do. The AI Operations team sits at the intersection of data, AI engineering, and operational systems.

You will help define the future of how we work across our Operations by building AI powered workflows, automation, and experiences that drive leverage across Operations. This is high agency work in high ambiguity - turning messy problems into clean solutions, prototyping fast, and shipping.

You'll design systems and influence tooling decisions that affect how our operations scale – so we need people who think critically about what they build, why, the impact it will have on our operations and how to measure success.

We're looking for AI-native builders to join our team, blending Operational expertise and systems thinking to drive leverage across our teams. If you default to AI in how you approach work, you’ll fit right in.

Why Join Us

Opportunity to shape AI Operations from the ground up
Work on cutting-edge systems directly impacting our Customers and Operations
Collaborate with talented engineers, data scientists, product teams, and operational teams

What You'll Do

Turn ambiguous business problems into clear system designs, experiments, and implementation plans
Identify and implement opportunities to improve our operational reliability, efficiency, and cost
Prototype and ship rapid experiments that test improvements to workflows
Evaluate build-vs-integrate decisions for AI tools and automation, with a bias toward scalable, maintainable solutions over one-off demos
Build and maintain AI-powered automation, internal tools to improve how we work
Assess and pressure-test system architectures — your own and others' — for scaling limitations, failure modes, and operational sustainability
Maintain clean, trustworthy data through thoughtful schemas, audits, and dashboards that improve visibility and decision making
Implement monitoring and alerting for model performance, latency, and drift detection
Troubleshoot production issues and conduct root cause analysis

Partner with data scientists and R&D to operationalize models
Develop runbooks, documentation, and best practices for AI Operations

What We're Looking For

AI Alchemy: You have high agency and a tinkering mindset. You default to experimenting, running variations with new tools and methods - LLMs, automation platforms, coding assistants until you can transmute data into high quality results. You're comfortable writing SQL, working with APIs, and stitching tools together to ship solutions fast.

Systems Thinking: You understand how data flows, business and systems objectives, how decisions get made, and how changes in one part of an operation ripple across others. You evaluate global vs. local trade-offs and can explain why a solution that works today might break at scale - before someone has to ask.

System Design: You take complex, messy problems and reduce them to simple, durable architecture. You know when to build custom vs. integrate existing tools, and you proactively identify scaling limitations before they become technical debt.

Communication: Articulate problems clearly to both technical and non-technical audiences. You write clean documentation, build dashboards that tell a story, and can walk a stakeholder through your design rationale.

Impact Driven: You optimize for impact over novelty, choosing the right tools for the job rather than chasing trends with a long range horizon, observability to ensure performance, scalability and resiliency

Additionally:

Familiarity with LLM deployment, context engineering and comfortable writing SQL
Understanding of machine learning lifecycle concepts: training, evaluation, deployment, monitoring
5+ years of experience in operations and data experience

Tools and Technologies

You'll work across a range of tools and we expect this list to evolve. Current stack includes:

AI coding assistants: Claude Code, Cursor, or similar
Rapid prototyping tools: Lovable, Replit, Figma
Workflow automation: Gumloop, Zapier, or similar platforms
Experience with MCP integrations is a plus
Experience with data platforms (Snowflake, Databricks) is a plus
Background in agentic AI frameworks or building automation flows is a plus

Bonus Domain Expertise

You don't need deep expertise in all of these, but experience in one or more is a strong signal

Pricing and valuation
Sales,support, partnerships
Home operations
Homes support

At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.

Ready to apply?

Apply to Opendoor

Opendoor

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CR

Software Engineer Intern

Cresta · Toronto Canada

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Posted May 6, 2026

Cresta is on a mission to turn every customer conversation into a competitive advantage by unlocking the true potential of the contact center. Our platform combines the best of AI and human intelligence to help contact centers discover customer insights and behavioral best practices, automate conversations and inefficient processes, and empower every team member to work smarter and faster. Born from the prestigious Stanford AI lab, Cresta's co-founder and chairman is Sebastian Thrun, the genius behind Google X, Waymo, Udacity, and more. Our leadership also includes CEO, Ping Wu, the co-founder of Google Contact Center AI and Vertex AI platform, and co-founder, Tim Shi, an early member of Open AI.

Join us on this thrilling journey to revolutionize the workforce with AI. The future of work is here, and it's at Cresta.

Cresta is building the AI platform for the modern contact center—one of the largest and most critical systems in the global economy. We combine human agents and AI agents to handle customer conversations at scale, helping enterprises improve customer experience, increase revenue, and reduce cost in real time.

This isn’t experimental AI. Our systems run in live production environments, shaping millions of customer interactions every day.

We’re looking for builders who want to take ownership and move fast.

About the Role

As a Software Engineer Intern, you’ll build systems that power real-time, AI-driven customer interactions in contact centers. You’ll work on production infrastructure where latency, reliability, and measurable business outcomes matter.

You may work across key areas such as:

AI Agents & Automation – systems that handle and assist high-volume customer conversations
Real-Time Agent Assist – delivering live guidance and insights during interactions
Conversation Intelligence – extracting insights from millions of conversations
AI Evaluation & Reliability – improving quality, consistency, and observability of LLM systems
Platform & Infrastructure – enabling scalable, low-latency AI experiences

Cresta’s platform powers the full contact center workflow—from real-time assistance and automation to post-call analytics and continuous optimization.

You’ll operate in a high-ownership, fast-moving environment where interns are expected to contribute meaningfully, not just observe.

What You’ll Do

Design and build systems that support real-time AI-powered customer interactions
Work on features combining LLMs, data systems, and user-facing applications
Collaborate with engineers, product, and ML teams to ship production-ready solutions
Build systems for evaluation, monitoring, and continuous improvement of AI behavior
Optimize for low latency, high throughput, and reliability at scale
Take ownership of problems end-to-end—from identifying gaps to shipping solutions

What We’re Looking For

Experience with one or more programming languages (e.g., Python, Go, Java, JavaScript, TypeScript)
Interest in building user-facing products, backend systems, or real-time/data-intensive applications
Familiarity with modern web development (frontend and/or backend), APIs, or system design fundamentals
Understanding of building reliable, maintainable systems—this could include UI/UX quality, API design, or performance considerations
Curiosity about LLMs, AI agents, or production AI systems (no prior ML experience required)
Experience using AI-powered developer tools (e.g., Cursor, Claude Code) to accelerate development workflows
Strong proficiency in agentic coding workflows—effectively collaborating with AI tools to design, implement, and iterate—is a strong plus
A driver mindset—you proactively identify problems, take initiative, and push work forward rather than waiting for direction
Strong problem-solving ability and a bias toward action

What You’ll Learn

How to build and ship production-grade AI systems used in real customer environments
How to design systems balancing model quality, latency, and reliability
How AI agents are deployed, evaluated, and improved at scale
How contact centers evolve from manual workflows to AI-driven operations

What Makes Cresta Different

AI in production: Our systems operate in live contact centers, not demos
Hybrid workforce: We’re defining how human and AI agents work together
Real business impact: We directly influence revenue, cost, and customer experience
Driver culture: We value people who take initiative, move fast, and own outcomes end-to-end
Ownership & velocity: Engineers are trusted to ship and make decisions early

Internship Details

Location: Toronto (remote-friendly; no in-office mandate, but we encourage in-person collaboration)
Compensation: CAD $30-50/hour
- Outstanding performers are eligible for return co-op and full-time offers well above our posted range.

Perks:

Lunch and dinner can be expensed (up to $25 each) while working in the office
Well-stocked office with snacks and drinks
Convenient downtown location near Union Station (public transit accessible)
PTO: 4 days
Exposure to cutting-edge AI systems in production
Potential return offer

Why Join

At Cresta, you won’t just learn about AI—you’ll help build the systems redefining how contact centers operate. From real-time agent assist to autonomous AI agents, your work will directly impact how millions of customer conversations are handled.

Past interns consistently highlight Cresta’s strong engineering culture and ownership-driven environment as a standout compared to their previous internship experiences. We invest in giving interns real responsibility, meaningful projects, and close collaboration with experienced engineers.

If you want to own real problems, ship quickly, and work at the frontier of applied AI, you’ll fit right in.

Application Note

To help us find the best team match, please include a brief note on the type of problems you most enjoy working on. For example:

Backend / distributed systems / infrastructure
Frontend / UI engineering / product experience
Full product development (end-to-end features)
AI / machine learning / applied LLMs
Data / analytics / experimentation
Or anything else you’d like us to highlight

We can’t guarantee specific team placement, but we use this input to help guide matching wherever possible.

This posting will be used to fill a newly-created role.

We have noticed a rise in recruiting impersonations across the industry, where scammers attempt to access candidates' personal and financial information through fake interviews and offers. All Cresta recruiting email communications will always come from the @cresta.ai domain. Any outreach claiming to be from Cresta via other sources should be ignored. If you are uncertain whether you have been contacted by an official Cresta employee, reach out to recruiting@cresta.ai

Ready to apply?

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CR

Cresta

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GU

Data/AI Engineer

Guidepoint · Toronto, Ontario, Canada

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Data & AI Toronto Posted May 6, 2026

Overview:

Guidepoint seeks an experienced Data/AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development of responsible AI. This strategic investment is integral to Guidepoint’s vision for the future, aiming to develop cutting-edge Generative AI and analytical capabilities that will underpin Guidepoint’s Next-Gen research enablement platform and data products.

This role demands exceptional leadership and technical prowess to drive the development of next-generation research enablement platforms and AI-driven data products. You will develop and scale Generative AI-powered systems, including large language model (LLM) applications and research agents, while ensuring the integration of responsible AI and best-in-class MLOps. The Senior AI/ML Engineer will be a primary contributor to building scalable AI/ML capabilities using Databricks and other state-of-the-art tools across all of Guidepoint’s products.

Guidepoint’s Technology team thrives on problem-solving and creating happier users. As Guidepoint works to achieve its mission of making individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, the engineering team is taking on challenges to improve our internal application architecture and create new AI-enabled products to optimize the seamless delivery of our services.

This is a hybrid position based in Toronto.

What You'll Do

Architect and Build Production Systems: Design, build, and operate scalable, low-latency backend services and APIs that serve Generative AI features, from retrieval-augmented generation (RAG) pipelines to complex agentic systems.

Own the AI Application Lifecycle: Own the end-to-end lifecycle of AI-powered applications, including system design, development, deployment (CI/CD), monitoring, and optimization in production environments like Databricks and Azure Kubernetes Service (AKS).

Optimize RAG Pipelines: Continuously improve retrieval and generation quality through techniques like retrieval optimization (tuning k-values, chunk sizes), using re-rankers, advanced chunking strategies, and prompt engineering for hallucination reduction.

Integrate Intelligent Systems: Engineer solutions that seamlessly combine LLMs with our proprietary knowledge repositories, external APIs, and real-time data streams to create powerful copilots and research assistants.

Champion LLMOps and Engineering Best Practices: Collaborate with data science and engineering teams to establish and implement best practices for LLMOps, including automated evaluation using frameworks like LLM Judges or MLflow, AI observability, and system monitoring.

Evaluate and Implement AI Strategies: Systematically evaluate and apply advanced prompt engineering methods (e.g., Chain-of-Thought, ReAct) and other model interaction techniques to optimize the performance and safety of proprietary and open-source LLMs.

Mentor and Lead: Provide technical leadership to junior engineers through rigorous code reviews, mentorship, and design discussions, helping to elevate the team's engineering standards.

Influence the Roadmap: Partner closely with product and business stakeholders to translate user needs into technical requirements, define priorities, and shape the future of our AI product offerings.

What You'll Bring

Experience: A Bachelor’s degree in Computer Science, Engineering, or a related technical field with 6+ years of professional experience; or a Master’s degree with 4+ years of professional experience in backend software engineering and Generative AI. This must include a proven track record of designing, building, and scaling distributed, production-grade systems.

Strong Software Engineering Fundamentals: Deep expertise in Python, a major backend framework (e.g., FastAPI, Flask), and asynchronous programming (e.g., asyncio). Proficiency in designing RESTful APIs, microservices, and the complete operational lifecycle, including comprehensive testing, CI/CD (e.g., ArgoCD), observability, monitoring, alerting, maintaining high uptime, and executing zero-downtime deployments.

Cloud & Infrastructure Proficiency: Hands-on experience deploying and managing applications on a major cloud platform (Azure preferred, AWS/GCP acceptable) using containerization (Docker) and orchestration (Kubernetes, Helm).

Production AI Application Experience: 2+ years of experience building applications that leverage large language models from providers like OpenAI, Anthropic, or Google Gemini. Direct experience with modern LLM patterns such as retrieval-augmented generation (RAG), hybrid search using vector databases (e.g., Pinecone, Elasticsearch), multi-agent AI systems with tool calls, and prompt engineering is required.

AI System Design and Evaluation: Experience designing and implementing robust evaluation frameworks for LLM-based systems, including rubric-based scoring, LLM Judges, or using tools like MLflow, alongside monitoring for performance and drift.

Large-Scale Data Processing: Familiarity with large-scale data processing platforms and tools (e.g., Databricks, Apache Spark).

Familiarity with the Modern AI Stack: Practical experience with libraries and frameworks like LangChain or LlamaIndex for building LLM-powered applications.

Leadership and Mentorship: Demonstrated ability to lead complex technical projects and foster the growth of other engineers.

What We Offer: 

The annual base salary range for this position is $135,000 - $210,000. Additionally, this position is eligible for an annual discretionary bonus based on performance.

You will also be eligible for the following benefits:

Paid Time Off

Comprehensive benefits plan
Company RRSP Match
Development opportunities through the LinkedIn Learning platform

About Guidepoint:

Guidepoint is a leading research enablement platform designed to advance understanding and empower our clients’ decision-making process. Powered by innovative technology, real-time data, and hard-to-source expertise, we help our clients to turn answers into action.

Backed by a network of nearly 1.75 million experts, and Guidepoint’s 1,600 employees worldwide, we inform leading organizations’ research by delivering on-demand intelligence and research on request. With Guidepoint, companies and investors can better navigate the abundance of information available today, making it both more useful and more powerful.

At Guidepoint, our success relies on the diversity of our employees, advisors, and client base, which allows us to create connections that offer a wealth of perspectives. We are committed to upholding policies that contribute to an equitable and welcoming environment for our community, regardless of background, identity, or experience.

#LI-SP1

#LI-Hybrid

This job post is for a live vacancy. Base salary may vary depending on job-related knowledge, skills, and experience, as well as geographic location.

Compensation

$135,000—$210,000 CAD

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Senior Security Engineer, AI Vulnerability Management

Robinhood · Toronto, Canada

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Security Division Menlo Park, CA Toronto, Canada Posted May 5, 2026

Join us in building the future of finance.

Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading.

About the team + role

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.

The Vulnerability Management team’s mission is to reimagine security as an engineering and design challenge by building scalable, automated defense systems that proactively identify and reduce risk. The team is driving a shift toward an intelligence-driven defense model, leveraging advanced technologies like AI and machine learning to move beyond traditional “scan-and-patch” approaches and make security seamless for developers.

As a Senior Vulnerability Management Engineer, you will lead the transformation of vulnerability management into a self-scaling security platform. You’ll architect next-generation automated defense systems, using Agentic AI and machine learning to continuously discover, prioritize, and remediate risk at scale—helping make security efficient, proactive, and embedded into the development lifecycle.

This role is based in our Toronto, Canada office(s), with in-person attendance expected at least 3 days per week.

At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.

What you’ll do

Set Strategic RBVM Vision: Act as the technical lighthouse, defining the multi-year roadmap and driving the move toward Risk-Based Vulnerability Management (RBVM), prioritizing vulnerabilities based on real-world exploitability and business context.
Architect Agentic AI Systems: Design and deploy AI agents that autonomously triage findings, correlate threat intelligence, and generate production-ready remediations (e.g., automated Pull Requests for dependency updates and config drift).
Build Exposure Intelligence: Develop systems that correlate vulnerabilities with runtime context and infrastructure topology (Kubernetes/AWS) to accurately model real-world blast radius and ensure engineers only fix what is actually exploitable.
Automate Triage & Self-Healing: Create "paved roads" and CI/CD guardrails that prevent specific vulnerability categories from ever reaching production, reducing manual toil for the entire engineering organization.
Data-Centric Visibility: Build high-fidelity dashboards using LLM-powered summarization to translate complex security signals into actionable insights for engineering leadership.
Lead Emergency Response: Orchestrate the technical response to high-impact zero-days by rapidly performing cross-environment blast-radius analysis.
Drive Execution Ownership: Take full ownership of operational security work, ensuring that critical vulnerabilities are systematically eradicated while maintaining high engineering velocity.

What you bring

Experience: 5+ years in Security Engineering with a track record of leading high-impact automation or security platform initiatives at a Senior or Staff level.
AI & Agentic System Fluency: Hands-on experience building or deploying agentic systems or LLM orchestration frameworks (e.g., LangChain, AutoGPT) to solve complex security or engineering problems at scale.
Bug Bounty & Exploit Proficiency: Active experience participating in or managing Bug Bounty programs; a deep understanding of how attackers exploit vulnerabilities and how to translate those findings into systemic fixes.
Engineering Excellence: Strong software engineering background with proficiency in Go or Python and a history of building scalable, API-driven security tooling.
Modern Infrastructure Depth: Deep knowledge of securing AWS and Kubernetes-based architectures.
Vulnerability Domain Knowledge: High familiarity with vulnerability categories, exploitability, and modern risk frameworks (CVSS, EPSS, CISA KEV).
Detection Ecosystems: Experience with modern platforms like Snyk, Semgrep, Wiz, EndorLabs, or TruffleHog.
Velocity Mindset: A commitment to reducing security friction and a track record of working effectively with high-velocity engineering teams.

Nice to have

Fintech Experience: Experience navigating security in highly regulated or high-growth financial environments.
Security as Code: Experience implementing "Security as Code" within large-scale CI/CD environments.

What we offer

Challenging, high-impact work to grow your career
Performance driven compensation with multipliers for outsized impact, bonus programs, and equity ownership
Top tier benefits to fuel your work, including supplemental health insurance, ancillary insurance, and mental health support programs
Lifestyle wallet - a highly flexible employer-paid benefits spending account expenses beyond traditional benefits such as wellness, childcare, learning, and more.
Time off to recharge including company holidays, paid time off, sick time, paid volunteer time off, parental leave, and more!
Exceptional office experience with catered meals, events, and comfortable workspaces.
Monthly commuter stipend to help offset in-office commuting costs

Our team is committed to providing an inclusive and welcoming interview experience for all candidates. If you require a specific accommodation during the application or interview process due to a physical or mental condition, please complete this Applicant Accommodation Form to notify our team. The form should only be completed if you need a specific accommodation.

AI Usage Disclosure: Robinhood uses artificial intelligence (AI) tools to support parts of our recruiting process. These tools enhance the efficiency and consistency of our hiring process; however, all hiring decisions are made by our hiring teams.

Vacancy Notice: This job posting represents an existing vacancy that we are actively seeking to fill.

In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits.

Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed.

Base Pay Range:

Toronto, ON

$165,750—$195,000 CAD

Click here to learn more about our Total Rewards, which vary by region and entity.

If our mission energizes you and you’re ready to build the future of finance, we look forward to seeing your application.

Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws. Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the Privacy Policy for your country of application.

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Senior Security Engineer, AI Vulnerability Management

Robinhood · Menlo Park, CA

Apply now

Security Division Menlo Park, CA Toronto, Canada Posted May 5, 2026

Join us in building the future of finance.

Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading.

About the team + role

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.

At Robinhood, we view security as an engineering and design challenge, not an administrative one. We are looking for a lead architect for our next-generation automated defense systems. As a Senior Vulnerability Management Engineer, you will transform the program into a self-scaling security platform that transcends traditional "scan-and-patch" cycles. You will lead the shift to an Intelligence-Driven Defense model by leveraging Agentic AI and Machine Learning to automate the discovery, prioritization, and remediation of risk at scale, ultimately making security "cheap" for our developers.

This role is based in our Menlo Park, CA office, with in-person attendance expected at least 3 days per week.

At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.

What you’ll do

Set Strategic RBVM Vision: Act as the technical lighthouse, defining the multi-year roadmap and driving the move toward Risk-Based Vulnerability Management (RBVM), prioritizing vulnerabilities based on real-world exploitability and business context.
Architect Agentic AI Systems: Design and deploy AI agents that autonomously triage findings, correlate threat intelligence, and generate production-ready remediations (e.g., automated Pull Requests for dependency updates and config drift).
Build Exposure Intelligence: Develop systems that correlate vulnerabilities with runtime context and infrastructure topology (Kubernetes/AWS) to accurately model real-world blast radius and ensure engineers only fix what is actually exploitable.
Automate Triage & Self-Healing: Create "paved roads" and CI/CD guardrails that prevent specific vulnerability categories from ever reaching production, reducing manual toil for the entire engineering organization.
Data-Centric Visibility: Build high-fidelity dashboards using LLM-powered summarization to translate complex security signals into actionable insights for engineering leadership.
Lead Emergency Response: Orchestrate the technical response to high-impact zero-days by rapidly performing cross-environment blast-radius analysis.
Drive Execution Ownership: Take full ownership of operational security work, ensuring that critical vulnerabilities are systematically eradicated while maintaining high engineering velocity.

What you bring

Experience: 5+ years in Security Engineering with a track record of leading high-impact automation or security platform initiatives at a Senior or Staff level.
AI & Agentic System Fluency: Hands-on experience building or deploying agentic systems or LLM orchestration frameworks (e.g., LangChain, AutoGPT) to solve complex security or engineering problems at scale.
Bug Bounty & Exploit Proficiency: Active experience participating in or managing Bug Bounty programs; a deep understanding of how attackers exploit vulnerabilities and how to translate those findings into systemic fixes.
Engineering Excellence: Strong software engineering background with proficiency in Go or Python and a history of building scalable, API-driven security tooling.
Modern Infrastructure Depth: Deep knowledge of securing AWS and Kubernetes-based architectures.
Vulnerability Domain Knowledge: High familiarity with vulnerability categories, exploitability, and modern risk frameworks (CVSS, EPSS, CISA KEV).
Detection Ecosystems: Experience with modern platforms like Snyk, Semgrep, Wiz, EndorLabs, or TruffleHog.
Velocity Mindset: A commitment to reducing security friction and a track record of working effectively with high-velocity engineering teams.

Nice to have

Fintech Experience: Experience navigating security in highly regulated or high-growth financial environments.
Security as Code: Experience implementing "Security as Code" within large-scale CI/CD environments.

What we offer

Challenging, high-impact work to grow your career.
Performance-driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching.
Best-in-class benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents.
Lifestyle wallet — a highly flexible benefits spending account for wellness, learning, and more.
Employer-paid life & disability insurance, fertility benefits, and mental health benefits.
Time off to recharge including company holidays, paid time off, sick time, parental leave, and more!
Exceptional office experience with catered meals, events, and comfortable workspaces.

In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits.

Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed and is aligned to one of 3 compensation zones. For other locations not listed, compensation can be discussed with your recruiter during the interview process.

Base Pay Range:

Zone 1 (Menlo Park, CA; New York, NY; Bellevue, WA; Washington, DC)

$187,000—$220,000 USD

Zone 2 (Denver, CO; Westlake, TX; Chicago, IL)

$165,000—$194,000 USD

Zone 3 (Lake Mary, FL; Clearwater, FL; Gainesville, FL)

$146,000—$172,000 USD

Click here to learn more about our Total Rewards, which vary by region and entity.

If our mission energizes you and you’re ready to build the future of finance, we look forward to seeing your application.

Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws. Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the Privacy Policy for your country of application.

Ready to apply?

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Internal Product Engineer, DevProd AI

Stripe · Toronto, Canada

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8127 Core Infrastructure Canada Locations Posted May 5, 2026

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

We are a brand new team, working quickly to accelerate Stripes engineering productivity by effectively deploying LLM agents and tools to automate large swaths of the engineering workflow. We’re a cross-continent team, spanning North America and Europe - filled with high agency engineers with strong product perspectives. Some examples of what we work on: here and here.

What you’ll do

You will build the next generation of internal AI coding tools and platforms, to massively accelerate Stripe’s engineering productivity safely and with a clear focus on our users’ needs.

Who you are

We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum requirements

We’re looking for someone who has:

Strong software engineering skills and ability to write high quality code at high velocity
2-5 years of professional hands-on software development experience, able to write well-factored algorithms and have experience with commonly used data structure and algorithms
Hands on experience building tools or platforms used by other engineers or internal users
Strong collaboration skills, can work across workstreams within your team and contribute to your peers’ success
Customer obsession, ability to articulate and represent customer experience in various forums to drive the right outcome
Have the ability to thrive with a high level of autonomy, and responsibility
Experience using AI developer tooling as part of their day-to-day workflows

Minimum requirements

We’re looking for someone who has:

Strong software engineering skills and ability to write high quality code at high velocity
2-5 years of professional hands-on software development experience, able to write well-factored algorithms and have experience with commonly used data structure and algorithms
Hands on experience building tools or platforms used by other engineers or internal users
Strong collaboration skills, can work across workstreams within your team and contribute to your peers’ success
Customer obsession, ability to articulate and represent customer experience in various forums to drive the right outcome
Have the ability to thrive with a high level of autonomy, and responsibility
Experience using AI developer tooling as part of their day-to-day workflows

Preferred qualifications

Deep curiosity and opinionation about the use of AI in software engineering.
Direct experience building coding or other software development tools.
We’re excited about rounded engineers, but would be extremely excited to find engineers that fit one of these two archetypes

High data fluency engineer - demonstrated ability to use large datasets to pick out user insights and inform product development.
Product engineer - demonstrated ability and opinionation on great product experiences, with high attention to detail. Bonus if this demonstrated experience is in developer tooling.

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AI Solutions Engineer - Accounting

Opendoor · Toronto

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Research & Data Science Office - Arizona-Phoenix Posted May 5, 2026

Location

This role requires working from our downtown Toronto office 4 days/week (Mon, Tues, Thurs, Fri). Candidates must be based within a 50-mile commuting distance of the office.

About the Role

At Opendoor, AI isn’t a side project - it’s how we work. Across the company, teams default to AI to solve problems, ship faster, and remove friction from everything we do. You will help define the future of how we work by building AI powered workflows, automation, and experiences that drive leverage across Finance — spanning month-end close, SEC Reporting, FP&A, Technical Accounting, Tax, Procurement, Accounts Payable, and Payroll. This is high agency work in high ambiguity - turning messy problems into clean solutions, prototyping fast, and shipping.

You'll make systems design and tooling decisions that affect how our Finance operations scale – so we need people who think critically about what and why they build, the impact it will have on our team, and how to measure success.

We're looking for AI-native builders who know how to automate complex operational workflows. The accounting and finance domain knowledge can be learned — what matters most is that you're wired to build, that you default to AI in how you approach problems, and that you can map messy business processes into clean, automated systems.

Why Join Us

Build AI automation for our Financial Operations from the ground up
Work on cutting-edge systems directly impacting key Finance processes in a public company
Collaborate with talented engineers and finance team members
Access to enterprise AI tools — Claude Code, Cursor, and LLM APIs. We invest heavily in AI infrastructure so you can build and experiment.

What You'll Do

This is a hands-on individual contributor role. You will design, build, and ship automations — not just evaluate tools or write strategy decks.

Turn complex Accounting and Finance problems into clear system designs, experiments, and implementation plans
Build and maintain AI-powered automation that improves operational efficiency, accuracy, and scale across Finance functions
Automate workflows (journal entries, reconciliations, flux analysis) using SQL, Python, and agentic AI
Maintain clean, auditable data throughout automated workflows, with dashboards and controls that support both operational and compliance needs
Partner with the internal SOX team and external auditors to ensure automated processes meet compliance standards and are well-documented
Build and scale AI literacy across the Finance team through runbooks, documentation, best practices, and hands-on training

What You'll Bring

At least 5+ years of work experience building automation, operational workflows, or data systems in any industry.
Familiarity with LLM deployment, context engineering and comfortable writing SQL or Python code
Understanding of machine learning lifecycle concepts: training, evaluation, deployment, monitoring

Systems Thinking: You understand how data flows through operational systems. You can look at a business process, identify the inputs, outputs, dependencies, and failure modes, and design automation around it.

System Design: You take complex, messy problems and reduce them to simple, durable architecture.

Communication: Articulate problems clearly to both technical and non-technical audiences. You write clean documentation, build dashboards that tell a story, and can walk a stakeholder through your design rationale.

AI Alchemy: You have high agency and a tinkering mindset. You default to experimenting, running variations with new tools and methods - LLMs, automation platforms, coding assistants until you can transmute data into high quality results. You're comfortable writing SQL code, working with APIs, and stitching tools together to ship solutions fast.

Impact Driven: You optimize for impact over novelty, choosing the right tools for the job and ensure performance, scalability and resiliency.

Bonus if you have:

Experience in Accounting or Finance
Comfort working in regulated or compliance-sensitive environments

Tools and Technologies

You'll work across a range of tools and we expect this list to evolve. Ideal candidates will have experience with the following tech stack:

AI coding assistants: Claude Code, Cursor, or similar
Workflow automation: Gumloop or similar platforms
MCP integrations
Agentic AI frameworks or building automation flows
Data / ERP platforms: Snowflake, NetSuite, Ramp or similar

Note: Opendoor provides enterprise-level access to all AI tools listed above. Our engineers currently consume billions of AI tokens per month across the company and are not constrained by token limits or personal account restrictions.

Compensation

Our compensation plan consists of a base salary and Opendoor equity in addition to a comprehensive package of benefits including paid time off, paid holidays, medical/dental/vision insurance, basic life insurance, and 401(k) to eligible employees. All compensation parameters are based on experience.

#LI-DM

#LI-Onsite

At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.

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Manager II, Engineering

Pinterest · Toronto, ON, CA

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Monetization Toronto Posted May 5, 2026

About Pinterest:

Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product.

Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible.

At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI.

Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here.

We are looking for an Engineering Manager to lead Verticalized Shopping - an end to end mobile and backend team that makes every Pin actionable, from first spark of inspiration to purchase. You will own the technical vision and execution for shopping experiences that cut across Ads, Content, and Growth, and pioneer how we use genAI to turn messy human inspiration into clear next steps for Pinners. Your team will move fast, ship experiments, and learn in the open to drive utility, retention and revenue, working closely with Product, Design, Data Science and our commerce partnerships. You will hire and grow high caliber engineers, set a high bar for craft and speed, and build simple systems and processes that let the team do the best work of their careers while shaping the future of commerce on Pinterest.

What will you be doing:

Leading an end to end mobile and backend team that makes every Pin more shoppable and actionable
Owning the technical roadmap for verticalized shopping across Ads, Content and Growth
Pioneering how we use genAI to turn inspiration into clear next steps for Pinners
Driving an experiment led culture that learns fast on utility, retention and revenue
Hiring growing and inspiring high caliber engineers to do the best work of their careers
Pioneer the use of generative AI to transform unstructured user inspiration into actionable, shoppable moments, elevating the end-to-end mobile and backend shopping experience.
Integrate AI-driven personalization and recommendation systems to connect Pinners with relevant products, improving conversion rates and user satisfaction across Ads, Content, and Growth surfaces.
Lead your team in rapidly designing, prototyping and scaling AI-powered experiments, while building the technical harness, context, retrieval, prompt orchestration, evaluation and guardrails, that makes LLM systems predictable, high quality and production ready.

What we’re looking for:

9+ years of experience in software engineering, 3+ years in engineering management leading end to end product teams
A thought leader and cross functional partner who drives innovation and gets high performance from strong engineers
Proven experience building large scale distributed systems and mobile experiences in consumer, ads or commerce domains
Deep comfort with experiments, metrics and ambiguity - you use data and fast iteration to find product market fit
Excitement about applied genAI and how it can turn content into action for Pinners, merchants and advertisers
Demonstrated success leveraging generative AI or machine learning to build scalable consumer products, with a strong focus on experiment velocity and quality of recommendations.
Proven ability to build the technology, processes and playbooks that harness LLMs effectively, giving models the right context and controls to produce reliable, high-quality outputs.
Enthusiasm for creating frameworks and fostering a team culture that uses AI as a force multiplier accelerating learning, operational efficiency, and innovation in shopper engagement and commerce technology.

This job posting is for an open vacancy. Please note that the company utilizes artificial intelligence to screen applicants for the positions.

Relocation Statement:

This position is not eligible for relocation assistance. Visit our PinFlex page to learn more about our working model.

In-Office Requirement Statement:

We let the type of work you do guide the collaboration style. That means we're not always working in an office, but we continue to gather for key moments of collaboration and connection.
This role will need to be in the office for in-person collaboration 1-2 times per quarter and therefore needs to be in a commutable distance from the Toronto office (85 Richmond St. W).

#LI-HYBRID

#LI-CH1

Our Commitment to Inclusion:

Pinterest is an equal opportunity employer and makes employment decisions on the basis of merit. We want to have the best qualified people in every job. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, religion or religious creed, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, age, marital status, status as a protected veteran, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member) or any other consideration made unlawful by applicable federal, state or local laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. If you require a medical or religious accommodation during the job application process, please complete this form for support.

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Senior Lead Finance Operations

Upwork · Toronto, Ontario, Canada

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Finance & Accounting Toronto, Canada Posted May 5, 2026

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Join us in revolutionizing work and building agile teams.

Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn.

Responsibilities

Financial Ownership & Forecasting

Drive the monthly, quarterly, and long-range forecasting for cloud and hosting expense
Build and maintain driver-based models for AI workloads (Training vs. Inference), connect product roadmaps, usage assumptions, and infrastructure demand to financial plans
Lead monthly forecast process for capitalized labor (IDSW capitalization); partnering with Accounting and Engineering to track initiative alignment and ensure project-level visibility

Cost Optimization & FinOps Excellence

Identify and drive efficiency opportunities across cloud and GPU spend through utilization optimization, capacity planning, and pricing levers
Establish financial guardrails for AI and infrastructure investments to balance spend discipline with innovation and long-term growth
Deliver vendor showback reporting to surface utilization insights, partnering with Strategic Sourcing on tool rationalization and contract optimization.

Strategic Partnership & Investment Frameworks

Establish baseline ROI metrics for AI and SMB investments, defining "fully burdened" costs per initiative/product
Develop scalable frameworks for evaluating incremental investment trade-offs, providing leadership with insights on payback and resource allocation
Partner with the business to build investment proposals that justify and prioritize high-stakes strategic initiatives

Executive Communication & Reporting

Prepare executive-ready materials for QBRs, leadership reviews, and long-range planning
Translate complex technical and financial concepts into clear narratives, recommendations, and decision options
Act as a thought partner to Finance leadership in scaling FinOps capabilities as the business grows

What it takes to catch our eye

7-10 years in FinOps, Strategic Finance, or FP&A, with experience supporting Product, Engineering, Infrastructure, or AI-driven businesses
Deep understanding of cloud economics, GPU-intensive workloads, and the cost levers of LLM providers (OpenAI, Anthropic, etc.).
Proven ability to build driver-based models that connect technical inputs to financial outcomes
Experience developing unit economics, ROI frameworks, and investment evaluation models
Excellent business partnering with engineering and product teams to provide financial analysis and insights to critical strategic decisions, able to influence without authority and challenge assumptions constructively
Strong executive storytelling skills, comfort translating complex engineering concepts into simple financial narratives
Ownership mindset with a bias toward action and accountability

Come change how the world works.

Upwork is establishing an operational hub in Toronto, Canada. The new office is expected to be fully operational by Q4 2026. This role will require 3 days in office once we have an office open.

This position will initially be employed through a partner to ensure a seamless hiring process while we establish the hub. Once the hub is established, there may be opportunities to transition to employment with Upwork, depending on business needs and other requirements. While employed by the partner, you’ll work as part of Upwork’s team, with access to our resources, culture, and growth opportunities.

Our partner will offer competitive benefits. When Upwork’s hub is established, we will be excited to offer employment and benefits directly as business needs require.

Upwork is committed to building a diverse, inclusive, and equitable workforce. Employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity, national origin, disability, or any other status protected by applicable law.

We use BrightHire, an AI-enabled tool, to record interviews and summarize interview transcripts. The tool allows the interviewer to focus on the discussion and does not score or evaluate candidates or make recommendations. The interview transcripts are reviewed, and decisions are only made by humans. Candidates who prefer not to have their interview recorded through BrightHire can opt out when the interview is scheduled.

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice and the Applicant Privacy Addendum (Canada).

The annual base salary range for this position is displayed below. The range displayed reflects the minimum and maximum salary for this position, and individual base pay will depend on your skills, qualifications, experience, and location. Additionally, this position is eligible for the annual bonus plan or sales incentive plan and eligibility to participate in our long term equity incentive program.

Annual Base Compensation

$150,500—$235,500 CAD

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice

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R&D Engineer - AI and Innovation

ZoomInfo Technologies LLC · Toronto, Ontario, Canada

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965 Product Management - AI & Strategy Toronto Posted May 5, 2026

ZoomInfo is where careers accelerate. We move fast, think boldly, and empower you to do the best work of your life. You’ll be surrounded by teammates who care deeply, challenge each other, and celebrate wins. With tools that amplify your impact and a culture that backs your ambition, you won’t just contribute. You’ll make things happen–fast.

Overview
The R&D Engineer is a researcher-practitioner - someone equally comfortable reading papers and shipping prototypes. They are responsible for staying close to the frontier of LLM and AI systems research, identifying ideas with practical value, and building POCs that demonstrate feasibility. These POCs are demoed to the team and, where validated, handed off to the Platform and AI Engineers to productionize. This person does not work in isolation — they collaborate closely with the rest of the team throughout the research-to-product pipeline.

What You'll Do:

Monitor and synthesize developments in LLM systems, AI infrastructure, and adjacent research areas
Prototype and evaluate novel ideas with a fast feedback loop — build, demo, iterate
Extend and improve the existing agent and RAG SDKs with new retrieval strategies, agent patterns, and provider integrations
Evaluate new embedding models, reranking approaches, and retrieval architectures against the existing pipeline
Collaborate with the Platform and AI Engineers to hand off validated POCs
Produce clear documentation and demos that make research accessible to non-researchers
Contribute to discussions with the tech lead on long-term research direction and where to place technical bets
Engage with the broader research community — conferences, papers, open-source projects
Identify opportunities where emerging techniques can address real problems surfaced by the AI Engineer

What You Bring:

Hands-on experience building or evaluating LLM systems — fine-tuning, inference, retrieval, or agents
Familiarity with RAG architectures beyond naive vector search — HyDE, MMR, graph-based retrieval, reranking, or hybrid search
Exposure to agent frameworks and multi-agent orchestration patterns (PydanticAI, LangGraph, AutoGen, CrewAI, or similar)
Demonstrated ability to move quickly from idea to working prototype
A portfolio of explored ideas — published work, technical blog posts, side projects, or OSS contributions
Strong communication skills — can explain complex research to non-researchers clearly
Collaborative by default; understands that research value is realized when ideas ship
- Core: Python, agent frameworks (PydanticAI or equivalent), RAG pipeline design (embedding, retrieval, reranking), managed ML platforms (Vertex AI or equivalent)
- Nice to have: Systems-level programming experience, familiarity with inference infrastructure (vLLM, TensorRT), experience with RLHF or fine-tuning pipelines, MCP protocol, graph databases (Neo4j)

#LI-JH

#LI-Remote

About us:

ZoomInfo (NASDAQ: GTM) is the Go-To-Market Intelligence Platform that empowers businesses to grow faster with AI-ready insights, trusted data, and advanced automation. Its solutions provide more than 35,000 companies worldwide with a complete view of their customers, making every seller their best seller.

ZoomInfo is committed to protecting your privacy when you apply for jobs with us. Please review our Job Applicant Privacy Notice for more details on how we handle your personal information.

ZoomInfo may use a software-based assessment as part of the recruitment process. More information about this tool, including the results of the most recent bias audit, is available here.

ZoomInfo is proud to be an equal opportunity employer, hiring based on qualifications, merit, and business needs, and does not discriminate based on protected status. We welcome all applicants and are committed to providing equal employment opportunities regardless of sex, race, age, color, national origin, sexual orientation, gender identity, marital status, disability status, religion, protected military or veteran status, medical condition, or any other characteristic protected by applicable law. We also consider qualified candidates with criminal histories in accordance with legal requirements.

For Massachusetts Applicants: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability. ZoomInfo does not administer lie detector tests to applicants in any location.

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Principal Data Scientist (m/f/d)

AutoTrader.ca · Toronto, ON (Canada)

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Data & Analytics AutoTrader Posted May 5, 2026

We are a Canadian leader in digital automotive solutions. Our flagship brands — AutoTrader.ca, AutoSync, Dealertrack Canada and CMS — help Canadians buy, sell, and finance vehicles with confidence.

AutoTrader.ca is Canada’s largest automotive marketplace, with over 25 million monthly visits.

As part of AutoScout24 group, Europe’s largest online car marketplace, we’re shaping the future of automotive retail in Canada and beyond.

Join our global Data Science team and take a leadership role in shaping the future of the automotive marketplace through cutting-edge AI and machine learning. As a Principal Data Scientist, you’ll spearhead high-impact AI initiatives that influence millions of users worldwide, with a focus on both strategic vision and hands-on innovation.

In this role, you’ll collaborate cross-functionally with product, engineering, and business teams to design, build, and scale AI solutions that set us apart in the industry. You’ll bring deep technical expertise, a passion for innovation, and a strong product mindset to develop ML products that solve real-world problems and deliver measurable business value.

Our ideal candidate is an experienced data science leader who thrives in a dynamic, fast-paced environment that combines the stability of an industry leader with the agility of a startup culture. You are curious, proactive, and committed to continuous learning, especially in emerging areas like Generative AI and Large Language Models (LLMs).

You should be comfortable engaging with all levels of the organization, from peers to executives, and possess the ability to distill complex information into clear, actionable strategies that drive business decisions and create value.

What You’ll Do:

Shape the strategic direction and vision of Data Science across the organization by identifying transformative AI/ML opportunities and championing the team’s evolving role in a rapidly advancing GenAI landscape.
Lead the design and deployment of predictive and generative AI models that power personalization, pricing, search, and optimization in marketplace and fintech domains.
Collaborate with product leaders to align ML initiatives with strategic business goals and drive product innovation through data-driven experimentation and modeling.
Architect scalable ML infrastructure and automated workflows using cloud-native tools (e.g., AWS, EC2, Kubernetes) to support efficient model training, deployment, and analytics across diverse datasets.
Ensure long-term performance and compliance of production AI models though robust governance and monitoring.
Provide technical leadership and mentorship to data scientists, shaping an innovative team culture and fostering high-performance and continuous learning.
Serve as a cross-functional technical leader, shaping company-wide technical initiatives beyond data science. Partner with engineering, product, and platform teams to influence architecture, innovation agendas, and technical standards across the organization.
Act as a senior technical advisor, leading resolution of complex modeling issues and acting as the escalation point for critical incidents.
Lead the exploration and strategic application of GenAI, identifying high-impact use cases and guiding their integration across products and platforms.

What You’ll Need:

Advanced academic credentials in a quantitative field such as Computer Science, Engineering, Mathematics, or related discipline
10+ years of experience in data science, machine learning, or applied AI, with a strong portfolio of high-impact projects in production
Expert-level programming skills in Python and SQL, and fluency with leading ML/AI frameworks (e.g., scikit-learn, TensorFlow, PyTorch)
Direct experience with GenAI/LLM technologies, including tools like Hugging Face, LangChain, OpenAI APIs, vector databases, and fine-tuning methods
Deep knowledge of machine learning algorithms (supervised, unsupervised, deep learning), including model evaluation, explainability, and selection for business-critical use cases
Strong hands-on experience with cloud infrastructure (AWS), containerization (Docker), and orchestration (Jenkins, Airflow)
Proven capability in MLOps, including CI/CD pipelines, model monitoring, versioning, and automated retraining
Experience deploying and serving models through APIs (e.g., Flask, FastAPI) in both real-time and batch-processing environments
Excellent communication and stakeholder management skills, able to translate complex concepts into actionable insights for non-technical audiences
Demonstrated success mentoring teams, guiding technical strategy, and advocating for best practices in experimentation, reproducibility, and ethical AI
Experience working in agile product development environments (Scrum/Kanban); experience influencing product roadmaps is a strong plus

Bonus Points

Experience in e-commerce, marketplaces, or high-scale consumer platforms
Familiarity with automotive data and applications in pricing, inventory optimization, or recommendation systems
Contributions to open-source AI/ML projects, publications, or presentations at industry conferences

Experience leveraging AI, Generative AI (GenAI) to enhance engineering productivity, automate repetitive tasks, and optimize workflows. Candidates should demonstrate the ability to integrate AI-driven solutions into their daily work — such as code generation, debugging, reviews, documentation, and decision support—to improve efficiency for themselves and their teams. A proactive approach to exploring and implementing AI tools that drive innovation and streamline development processes is highly valued

If this opportunity excites you, but you're unsure whether your background checks every box, we value passion, curiosity, and a growth mindset. Reach out and tell us what strengths you would bring to the team. We look forward to hearing from you!

The base salary range for this position is CAD 180K – CAD 220K.

This range reflects the expected compensation at the time of posting. The final offer may vary and can be higher based on relevant skills, experience, location, and market conditions. Based on the role the total rewards package may also include benefits, bonus, and other employee offerings.

What's in it for you:

We understand that there is life at work and life outside of work. Here are a few benefits we all benefit from that support us to be our creative best.

Gym discounts

Employee and Family Assistance program

Virtual wellness events

Conferences & training budget

Regular internal training programs

Financial planning with 3% matching Pension

Competitive salary
Annual bonus structure

For a career where you can drive our business and shape your future, apply now.

Use of Artificial Intelligence in Hiring: We use artificial intelligence (“AI”) in our hiring process, including to screen, assess, or select applicants for this position.

Vacancy Status: This job posting is for an existing vacancy.

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CO

AI Architect

ContactMonkey · Toronto

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Engineering Toronto Posted May 4, 2026

Hey there! We’re ContactMonkey 👋

Our mission? To power measurable employee engagement worldwide. And we’d love for you to join us!

About the job - AI Architect

ContactMonkey's platform already runs AI in production - Claude-powered template editing, a standalone ConfidenceCheck service that evaluates outgoing emails for editorial quality and link safety, Braintrust-backed evaluations, and per-organization feature gating. The next wave is bigger: grounded assistants, retrieval over customer brand and campaign history, richer agentic flows inside the composer, and data products that make sending decisions smarter.

We're forming a dedicated AI pod to own that trajectory. With the team you will be setting the technical direction for the pod, make the foundational infrastructure bets (vector store, evals, data warehouse, agent orchestration), and ship the first production systems yourself. This is an architect role in the sense that you own the shape of the thing - it is not a role where you stop writing code.

Your impact

AI platform direction: Model selection and routing, prompt and context architecture, evaluation strategy, cost and latency budgets, safety and PII handling. Decide where we go deeper with frontier models, where we fine-tune smaller ones, and where classical ML beats an LLM.
Retrieval and grounding infrastructure: You'll pick it, design the ingestion path (brand kits, past campaigns, template library, per-org knowledge), own the chunking/embedding/refresh strategy, and set the quality bar via evals.
Agent and tool-use patterns: Multi-turn tool-calling loops, deterministic fallbacks, observability, recoverable failure modes across Sidekiq and SQS, human-in-the-loop checkpoints where they matter.
Data engineering foundations: You'll decide whether we need a warehouse (BigQuery / Snowflake / DuckDB-on-S3/ RedShift), design the pipelines that feed both product analytics and model training/eval datasets, and make sure the lineage is clean enough that we trust what we ship. Build a foundation for the next level data analytics across the company.
Cloud and deployment architecture: We run on AWS (ECS, S3, SQS etc). You'll make the calls on how AI services are deployed - when a new microservice like ConfidenceCheck is the right pattern vs. embedding in the Rails monolith, how we handle GPU/accelerated inference if we ever need it, how we isolate model spend per tenant.

What we expect from you technically

You should be credible across all four of AI, Cloud, Data, and Fullstack - not a specialist in one with passing knowledge of the others.

Concretely:

AI / ML

Built and operated LLM-backed features in production against real users.
Deep familiarity with at least one major provider SDK (Anthropic, OpenAI) and comfort switching between them. Understand prompt caching, structured outputs, tool use, and the tradeoffs between agent loops and pipeline-style orchestration.
Evals are a reflex, not an afterthought. You've run a real eval harness (Braintrust, promptfoo, in-house) against golden datasets and used it to block regressions.
Working knowledge of retrieval systems: embeddings, hybrid search, reranking, and where each breaks. Opinions on pgvector vs. dedicated vector DBs and when either is wrong.
Bonus: fine-tuning or distillation experience, classical ML for ranking/classification, prompt-injection and jailbreak threat modelling.

Cloud

AWS fluency at the architecture level - VPCs, IAM boundaries, secrets management, queue-based decoupling, cost control. Equally comfortable if we need to run a workload on GCP for a specific reason.
Container-native deployment (ECS, EKS, or equivalent). IaC experience (Terraform or CDK) - even if we aren't using it yet, you should expect to bring it in.
Have operated production systems under real load. You've been paged, and you've written the postmortem.

Data Engineering

Can design a data pipeline end-to-end: ingestion, transformation, storage, serving. Batch and streaming. Have built this in at least one real organization.
Comfortable with SQL and non SQL at a level that lets you reason about query plans, not just write queries. You've tuned a slow query by looking at the plan, not by guessing.
Opinion on when a warehouse earns its keep vs. when read replicas are enough. We're at that decision point.
Bonus: dbt, Airflow / Dagster / Prefect, CDC patterns, multi-tenant data partitioning at scale.

Fullstack

Our backend is Ruby 3.4 on Rails 7.2 with Sidekiq Pro and SQS; our frontends are Vue 3 (main app), Nuxt 4 (recipient-facing content), and a Fastify/TypeScript AI microservice. You don't need all of this on day one, but you should be a polyglot who ramps quickly.
Write real TypeScript. The AI-adjacent services are TS-first and that is likely to grow.
Understand API design past the happy path - versioning, auth modes (we run session auth for the main API and bearer tokens for integrations), rate limiting, idempotency.

What we bring to the table

🏥 100% employer-paid benefits + a Health Spending Account from day one

🌎 Work from anywhere in the world for up to 4 weeks

💰 Stock option plan—own a piece of our success

💲 RRSP Group Savings Plan to plan for your future

🏝 Generous vacation package to recharge and relax

📚 Personal development budget to fuel your growth

🧖 One personal day + two volunteering days to give back

🎂 Your Birthday off—celebrate on us!

🍎 Five health days per year to stay at your best

💼 Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks

Compensation & Work Details

Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity.

We’re always happy to answer questions about compensation throughout the hiring process.

This is a net new position based out of our downtown Toronto office, at King and Spadina. Our engineering team works primarily remote but we are looking for someone who is willing to come into the office occasionally on an as needed basis.

Who We Are

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here at ContactMonkey, we’re not just sending out traditional emails with our internal comms software; we’re changing the way companies connect and communicate with their people. Brands like IKEA, Roku, KMPG, and countless others are using our solution to transform employee engagement.

Our all-in-one platform—featuring a drag-and-drop email builder, engagement tools, and analytics—makes it easy for businesses to create, send, and measure their internal email campaigns directly within Outlook or Gmail. This way, internal communications go from being ignored to binge-worthy, sparking more opens, clicks, and conversations.

We’ve been on an explosive growth streak over the past few years, and we’re not slowing down anytime soon. Here’s a bit of what we’re proud of:

Ranked by the Globe & Mail as one of Canada’s fastest-growing companies
Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 50™ awards for revenue growth over the past four years
Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 500™ as one of the fastest-growing companies in North America
Raised $55 million Series A financing in 2023

Diversity is our strength

At ContactMonkey, we are building diverse products and we need a diverse team to do that. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

We are committed to creating an accessible experience for all candidates. If you require any accommodations or adjustments during the interview process or beyond, please inform us, and we will work with you to ensure the necessary support is in place. We are continually striving to enhance our accessibility practices and welcome any feedback or suggestions on how we can better serve candidates with accessibility.

AI Disclosure:

We use AI to take notes during our interview. Applications and interviews are reviewed by our Talent Acquisition team. Our applicant tracking system utilizes AI for workflows and hiring process efficiencies.

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AI Engineer

NetBrain · Toronto, ON | Hybrid

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Research & Development Canada Posted May 2, 2026

Founded in 2004, NetBrain is the leader in no-code network automation. Its ground-breaking Next-Gen platform provides IT operations teams with the ability to scale their hybrid multi-cloud connected networks by automating the processes associated with Diagnostic Troubleshooting, Outage Prevention and Protected Change Management. Today, over 2,500 of the world’s largest enterprises and managed services providers leverage NetBrain’s platform.

What We Need

We’re looking for a Senior AI Engineer to design and build production-grade agent and RAG systems that power intelligent, reliable automation across our platform. This role combines hands-on engineering with system-level thinking—owning everything from architecture and evaluation to scalability, observability, and reliability in production. The ideal candidate thrives in ambiguity, moves quickly from prototype to production, and brings a strong focus on quality, safety, and real-world impact.

What You'll Do

Agent Platform & Architecture

Design and build core agent platform capabilities, including orchestration patterns (e.g., ReAct, Plan-and-Execute), tool execution layers, memory/context management, and guardrails
Develop reusable agent skills and a standardized tool ecosystem aligned with platform conventions
Implement enterprise-grade controls for agent execution, including human-in-the-loop workflows, permissioning, and policy enforcement

Retrieval & AI Systems

Design and implement RAG services, including hybrid retrieval, reranking, embeddings, and citation behavior
Define evaluation frameworks and quality metrics to ensure grounded, reliable outputs

Production Engineering & Reliability

Build automated evaluation and regression pipelines to maintain quality at scale
Establish observability (tracing, metrics, alerting) and optimize systems for latency, throughput, and cost
Define best practices and incident response processes to ensure production readiness

Applied Research & Technical Strategy

Prototype and productionize emerging approaches (e.g., GraphRAG, knowledge graphs, MCP integrations)
Evaluate AI frameworks and infrastructure (e.g., LangChain, LangGraph, AutoGen, LlamaIndex) and guide platform decisions

Technical Execution

Diagnose and resolve complex AI system issues (retrieval quality, hallucinations, prompt regressions, agent failures)
Lead system design and drive technical decisions through hands-on prototyping and benchmarking

What You Bring

BS in Computer Science, AI, Electrical Engineering, or related field (advanced degree preferred or equivalent experience)
5+ years of software engineering experience, including building and deploying production-grade LLM, agent, or RAG systems
Proven track record of shipping and supporting AI-powered features in production
Strong Python skills (API design, testing, error handling, environment management)
Working proficiency in C# or C++
Deep understanding of RAG system design and evaluation methodologies
Experience building evaluation frameworks (test sets, metrics, regression pipelines)
Understanding of LLM security risks (prompt injection, data leakage, agent misuse)
Experience with graph databases, knowledge graphs, or GraphRAG preferred
Experience designing human-in-the-loop systems and execution controls preferred
Experience with agent frameworks (e.g., LangChain, LangGraph, AutoGen, LlamaIndex)
You are willing and able to commute to our Toronto, ON office on a hybrid (once a week) schedule
Manual Dexterity: Repetitive motion of wrists, hands and fingers for using a computer.
Stationary Tasks: Sitting for extended periods, remaining in a stationary position.

What We Offer

Our comprehensive compensation package is vital in how we recognize our people for the impact they make on us reaching our goals as a company.

For this role, the estimated base is CAD $130,000 - CAD $165,000 + Bonus. The actual salary may vary based on a range of factors, including market and individual qualifications objectively assessed during the interview process.

The range listed above is a guideline and may be modified. People Experience offers a comprehensive benefits package in addition to cash compensation that includes but is not limited to RRSP and medical/dental coverage. Speak with your Recruiter for more details on our Total Rewards philosophy.

NetBrain invites all interested and qualified candidates to apply for employment opportunities.

Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status, or other characteristics protected by law.

If you have a disability that prevents or limits your ability to use or access the site, or if you require any other accommodation in the application process due to a disability, you may request a reasonable accommodation. To make a request, please contact our People Team at: people@netbraintech.com and we will be happy to assist you.

In compliance with applicable laws, NetBrain conducts holistic, individual background reviews in support of all hiring decisions.

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

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Software Engineer, ML Infra & Distributed Systems (Staff & Principal)

Tubi · San Francisco, CA; Los Angeles, CA; New York, NY (Hybrid); USA - Remote

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Engineering San Francisco (HQ) Toronto Posted May 1, 2026

About the Role:

As a Software Engineer on the ML Infrastructure team, you will collaborate closely with the Machine Learning and Product teams to build world-class machine learning inference platforms. These platforms power essential services like personalized recommendations, search, and content understanding across Tubi.

A core responsibility of this team is developing and maintaining low-latency ML model serving systems that support Deep Learning, LLM, and Search models. This involves building self-service infrastructure and critical components such as the inference engine, feature store, vector store, and experimentation engine.

You will improve the way we deploy and operate our services and even contribute to open-source projects. This role grants the architectural freedom to explore new frameworks, lead critical cross-functional projects, and transform the capabilities of our ML and Product teams.

We currently have multiple openings;

Staff Software Engineer
Principal Software Engineer
- Additional Details: As a Principal Engineer on the ML Infrastructure team, you will be a technical leader and visionary, driving the evolution of our machine learning platform. You will tackle the most complex and impactful technical challenges, shaping the architecture and technology choices that enable our ML capabilities to scale and deliver exceptional user experiences. You will be a key influencer, bridging the gap between engineering and product, and a mentor to senior engineers, fostering a culture of technical excellence and continuous improvement. Your work will be used by millions of users.

Responsibilities:

Design and build scalable, high throughput, and low latency distributed systems using Scala
Build reusable components and services that serve various ML applications like Personalization, Search, Ads and Exploration
Partner closely with ML engineers to understand their challenges and limitations and develop scalable solutions to address them. Proactively recommend solutions to keep our ML Inference stack state of the art.
Take a data driven approach to identifying & optimizing latency, cost, and efficiency of our infra. Lead large scale cross functional refactorings if necessary
Mentor other engineers on the team on system design, effective incident management, interviewing, leveraging LLMs for work, etc.
Collaborate with ML, Product, and cross functional engineering teams to define the long term vision and architecture for ML Infrastructure at Tubi.

Your Background:

Experience designing and building scalable, distributed systems in any modern backend language (e.g., Scala, Java, Python, Go, C++); experience with Scala or JVM based language is a plus.
Strong experience with AWS or an equivalent cloud platform
Experience building online microservices at scale with low latency serving
Experience with both SQL (e.g. Postgres) and NoSQL databases (e.g. Cassandra), message brokers (e.g. Kafka), and caches (e.g. Redis)
Experience with containerization technologies, such as Docker or Kubernetes
Led the response and resolution efforts for multiple major, large-scale incidents

Bonus:

Familiarity with the machine learning infrastructure like inference engines (e.g. torschserve, triton, vLLM), vector stores (e.g. LanceDB, FAISS), feature stores (e.g. Feast), ElastiCache, model training orchestration, etc.
Understanding of ML model training pipelines and model internals. Experience with Recommender Systems, Search, Autocomplete and Ads ML is a plus
Previous experience with Akka, Erlang, Elixir or Go
Proficient in data-driven analysis of complex A/B testing results

About Tubi:

Tubi is a free streaming service that entertains over 100 million monthly active users. Tubi offers the world's largest collection of Hollywood movies and TV shows, thousands of creator-led stories and hundreds of Tubi Originals made for the most passionate fans. Headquartered in San Francisco and founded in 2014, Tubi is part of Tubi Media Group, a division of Fox Corporation.

#LI-Hybrid

Pursuant to state and local pay disclosure requirements, the pay range for this role, with final offer amount dependent on education, skills, experience, and location is listed annually below. This role is also eligible for an annual discretionary bonus, long-term incentive plan, and various benefits including medical/dental/vision, insurance, a 401(k) plan, paid time off and other benefits in accordance with applicable plan documents.

High cost labor markets such as but not limited to Los Angeles, New York City, and San Francisco

$227,200—$417,000 USD

Tubi is a division of Fox Corporation, and the FOX Employee Benefits summarized here, covers the majority of all US employee benefits. The following distinctions below outline the differences between the Tubi and FOX benefits:

For US-based non-exempt Tubi employees, the FOX Employee Benefits summary accurately captures the Vacation and Sick Time.
For all salaried/exempt employees, in lieu of the FOX Vacation policy, Tubi offers a Flexible Time off Policy to manage all personal matters.
For all full-time, regular employees, in lieu of FOX Paid Parental Leave, Tubi offers a generous Parental Leave Program, which allows parents twelve (12) weeks of paid bonding leave within the first year of birth, adoption, surrogacy, or foster placement of a child in addition to applicable government leave program(s) and FOX’s short-term disability policy. This time is 100% paid through a combination of any applicable state, city, and federal leaves and wage-replacement programs in addition to contributions made by Tubi.
For all full-time, regular employees, Tubi offers a monthly wellness reimbursement.

About Tubi:

Boldly built for every fandom, Tubi is a free streaming service that entertains over 100 million monthly active users. Tubi offers the world's largest collection of Hollywood movies and TV shows, thousands of creator-led stories and hundreds of Tubi Originals made for the most passionate fans. Headquartered in San Francisco and founded in 2014, Tubi is part of Tubi Media Group, a division of Fox Corporation.

We are an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, gender identity, disability, protected veteran status, or any other characteristic protected by law. We will consider for employment qualified applicants with criminal histories consistent with applicable law.

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Senior Lead Machine Learning Engineer, Agentic AI

Upwork · Toronto, Ontario, Canada

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Machine Learning & Artificial Intelligence Toronto, Canada Posted May 1, 2026

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond.

Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn.

We’re seeking a Senior Lead Machine Learning Engineer to architect, ship, and scale the next generation of agentic intelligence across Upwork. You will lead end‑to‑end development of AI agents and the platform that powers them—from LLM training and evaluation to runtime orchestration, safety, and developer APIs. This is a hands‑on, high‑impact role at the intersection of applied research and platform engineering, enabling internal teams and external developers to build reliable, safe, and high‑performing agents on Upwork.

Responsibilities

Build Agentic Intelligence. Design and implement multi‑agent systems (planning, tool‑use, memory, debate/critique, reflection) with robust guardrails and recovery strategies.
Develop protocol‑aware agents and services that interoperate cleanly with developer tooling (e.g., agent frameworks and protocols such as MCP).
Own reliability at scale: deterministic execution where needed, idempotency, timeouts/retries, and evaluation‑driven iteration on agent behavior.
Train, Align, and Evaluate LLMs for Agents. Lead data strategy and curation for agent tasks; drive SFT, DPO, RLHF/RLAIF, and safety tuning tailored to multi‑tool, multi‑step workflows.
Stand up evaluation harnesses for functional, task, and longitudinal metrics (success rate, time‑to‑completion, hallucination/escape rates, cost/latency).
Build policy‑driven guardrails; partner with Legal/Security on data governance and privacy.
Engineer Agentic Platform Backend Infrastructure. Architect low‑latency inference, retrieval, and orchestration services (streaming, event‑driven pipelines; scalable queues; caching; batching) with strong SLOs.
Ship production‑grade services (APIs/SDKs, auth, rate limiting, observability) that make agent features easy to integrate for internal and external developers.
Optimize cost/performance via quantization, distillation, model‑routing, and autoscaling; integrate evaluation signals directly into runtime and CI/CD.
Lead, Partner, and Uplevel the Ecosystem. Provide technical leadership across research, product, and platform teams; mentor senior ICs; influence roadmaps with clear metrics and trade‑offs.
Publish internal guidance and exemplar implementations; contribute to technical content, samples, and reference architectures for our agent platform.
Define and track KPIs for data/quality/throughput, and drive continuous improvement using experiment results and production telemetry.

What it takes to catch our eye

8–12+ years in applied ML/ML systems with 4+ years building LLM‑powered products; proven delivery of agentic workflows in production.
Hands‑on mastery of LLM adaptation (prompting, tool/function calling), data curation, and safety/guardrails.
Strong software fundamentals (distributed systems, transactions, consistency, resiliency) and experience building high‑throughput microservices/APIs/SDKs.
Fluency with Python; proficiency in one of Go/Java/Javascript a plus. Experience with container orchestration, messaging/streaming, and observability stacks.
Experience designing eval suites for agents (task/rubric‑based, offline/online) and closing the loop from evals → training → runtime policy.
Comfort with cost, latency, and reliability trade‑offs; you use metrics to make crisp decisions under ambiguity.
Familiarity with agent frameworks and protocols (e.g., MCP; API/SDK design for developer productivity).
Track record of leading cross‑functional initiatives and mentoring senior engineers; excellent written communication and bias for measurable results.

Come change how the world works.

This position will initially be employed through a partner to ensure a seamless hiring process while we establish the hub. Once the hub is established, there may be opportunities to transition to employment with Upwork depending on business needs and other requirements. While employed by the partner, you’ll work as part of Upwork’s team, with access to our resources, culture, and growth opportunities.

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice

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Senior Lead Machine Learning Engineer, Agentic AI

Upwork · Lisbon, Portugal

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Machine Learning & Artificial Intelligence Toronto, Canada Posted May 1, 2026

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond.

Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn.

We’re seeking a Senior Lead Machine Learning Engineer to architect, ship, and scale the next generation of agentic intelligence across Upwork. You will lead end‑to‑end development of AI agents and the platform that powers them—from LLM training and evaluation to runtime orchestration, safety, and developer APIs. This is a hands‑on, high‑impact role at the intersection of applied research and platform engineering, enabling internal teams and external developers to build reliable, safe, and high‑performing agents on Upwork.

Responsibilities

Build Agentic Intelligence. Design and implement multi‑agent systems (planning, tool‑use, memory, debate/critique, reflection) with robust guardrails and recovery strategies.
Develop protocol‑aware agents and services that interoperate cleanly with developer tooling (e.g., agent frameworks and protocols such as MCP).
Own reliability at scale: deterministic execution where needed, idempotency, timeouts/retries, and evaluation‑driven iteration on agent behavior.
Train, Align, and Evaluate LLMs for Agents. Lead data strategy and curation for agent tasks; drive SFT, DPO, RLHF/RLAIF, and safety tuning tailored to multi‑tool, multi‑step workflows.
Stand up evaluation harnesses for functional, task, and longitudinal metrics (success rate, time‑to‑completion, hallucination/escape rates, cost/latency).
Build policy‑driven guardrails; partner with Legal/Security on data governance and privacy.
Engineer Agentic Platform Backend Infrastructure. Architect low‑latency inference, retrieval, and orchestration services (streaming, event‑driven pipelines; scalable queues; caching; batching) with strong SLOs.
Ship production‑grade services (APIs/SDKs, auth, rate limiting, observability) that make agent features easy to integrate for internal and external developers.
Optimize cost/performance via quantization, distillation, model‑routing, and autoscaling; integrate evaluation signals directly into runtime and CI/CD.
Lead, Partner, and Uplevel the Ecosystem. Provide technical leadership across research, product, and platform teams; mentor senior ICs; influence roadmaps with clear metrics and trade‑offs.
Publish internal guidance and exemplar implementations; contribute to technical content, samples, and reference architectures for our agent platform.
Define and track KPIs for data/quality/throughput, and drive continuous improvement using experiment results and production telemetry.

What it takes to catch our eye

8–12+ years in applied ML/ML systems with 4+ years building LLM‑powered products; proven delivery of agentic workflows in production.
Hands‑on mastery of LLM adaptation (prompting, tool/function calling), data curation, and safety/guardrails.
Strong software fundamentals (distributed systems, transactions, consistency, resiliency) and experience building high‑throughput microservices/APIs/SDKs.
Fluency with Python; proficiency in one of Go/Java/Javascript a plus. Experience with container orchestration, messaging/streaming, and observability stacks.
Experience designing eval suites for agents (task/rubric‑based, offline/online) and closing the loop from evals → training → runtime policy.
Comfort with cost, latency, and reliability trade‑offs; you use metrics to make crisp decisions under ambiguity.
Familiarity with agent frameworks and protocols (e.g., MCP; API/SDK design for developer productivity).
Track record of leading cross‑functional initiatives and mentoring senior engineers; excellent written communication and bias for measurable results.

Come change how the world works.

Upwork is establishing its first international operational hub in Lisbon, Portugal. The new office is expected to be fully operational by Q4 2026.This position will initially be employed through a partner to ensure a seamless hiring process while we establish the hub. Once the hub is established, there may be opportunities to transition to employment with Upwork depending on business needs and other requirements. While employed by the partner, you’ll work as part of Upwork’s team, with access to our resources, culture, and growth opportunities. Our partner will offer competitive benefits. When Upwork’s hub is established, we will be excited to offer employment and benefits directly as business needs require. Upwork is committed to building a diverse, inclusive, and equitable workforce. Employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity, national origin, disability, or any other status protected by applicable law.

To learn more about how Upwork processes and protects your personal information as part of the application process, please review our Global Job Applicant Privacy Notice

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Staff Gen AI Developer

Varicent · Toronto, Canada

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Engineering Toronto, Ontario, Canada Posted May 1, 2026

At Varicent, we’re not just transforming the Sales Performance Management (SPM) market—we’re redefining how organizations achieve revenue success. Our cutting-edge SaaS solutions empower revenue leaders globally to design smarter go-to-market strategies, maximize seller performance, and unlock untapped potential. Varicent stands at the forefront of innovation, celebrated as a market leader in the 2025 Forrester Wave Report for SPM, 2023 Ventana Research Revenue Performance Management (RPM) Value Index, Gartner Peer Insights, 2024 Gartner SPM Market Guide, and G2. Our solutions are trusted by a diverse range of global industry leaders like T-Mobile, ServiceNow, Wawanesa Bank, Shaw Industries, Moody's, Stryker and hundreds more. Here’s why you’ll thrive at Varicent:

Innovate with Purpose: Build impactful solutions for customers worldwide.
Join Excellence: Work in a diverse, collaborative, and innovative team.
Shape the Future: Lead in redefining revenue optimization.
Grow Together: Unlock your potential in a supportive environment.

Join us at Varicent—where your talent and ambition meet limitless opportunities for success!

At Varicent, we’re driven by the belief that great people power great companies. As our Staff Software Developer, GenAI, you’ll play a critical role in building and scaling production-grade AI systems that directly impact how our customers use and experience our products.

You’ll contribute to the design and delivery of GenAI-powered features, collaborate closely with technical leads and senior stakeholders, and help set the technical bar for quality, reliability, and scalability across a core product area. This role is ideal for a senior engineer who thrives in complex systems, enjoys solving ambiguous problems, and wants to apply modern AI technologies in real-world, high-impact products.

Overview
• Own AI-enabled components end-to-end and deliver measurable improvements in quality and reliability. You operate independently, drive design decisions within your area, and help establish strong engineering standards through reviews, mentorship, and technical leadership.

What You’ll Do:
• Own delivery for significant features or systems — clarify requirements, design solutions, implement, ship, and iterate in production.
• Build and maintain reliable services, APIs, and workflows that support GenAI features at scale.
• Define and automate quality metrics for your area, including success metrics, test strategies, and evaluation approaches.
• Run structured experiments, interpret results, and translate learnings into tangible product improvements.
• Improve operational readiness through deployment automation, monitoring and alerting, incident analysis, and performance or cost optimization.
• Mentor and guide other engineers through design feedback, code reviews, and hands-on technical leadership.

GenAI Expectations:
• Solid working knowledge of how modern AI applications are built and evaluated, including core concepts, system trade-offs, and practical limitations.
• Strong learning velocity — able to assess new models, tools, and frameworks, and recommend pragmatic solutions based on impact, feasibility, and ROI.
• Build systems that are safe and compliant by design, with strong consideration for privacy, data handling, and responsible AI practices, in partnership with Legal and Security teams.

How We Work:
• We balance exploration with delivery — test ideas quickly, then productionize what works.
• “Done” means quality goals are met, followed by continuous improvement in accuracy, cost, performance, and reliability.
• The team owns systems end-to-end, including build, release, and operational reliability.

What You Bring:
• 6+ years of overall software engineering experience, with at least 3+ years building and shipping production systems in product teams.
• 5+ years of hands-on technical experience writing production-quality code.
• Strong software engineering fundamentals, including system design, distributed systems, and scalable architecture.
• Proficiency in Python and/or TypeScript (or similar), building APIs, services, and data pipelines.
• Experience with cloud platforms (AWS, GCP, or Azure), CI/CD pipelines, automated testing, and observability.
• Experimentation mindset — able to define metrics, build evaluation frameworks, and iterate quickly in ambiguous problem spaces.
• Passion for learning and applying GenAI technologies in practical, production environments.

Nice to Have:
• Hands-on GenAI/LLM experience: prompt engineering, retrieval/RAG, embeddings, tool or function calling, fine-tuning, or evaluation pipelines.
• Familiarity with LLMOps practices: experiment tracking, version control for prompts/models, and cost or latency optimization.
• Experience with tools such as LangChain/LangGraph, OpenAI, Anthropic, Azure OpenAI, and vector databases like Pinecone, FAISS, or Milvus.
• Contributions to open source, technical blogs, or conference talks.

Education:
• Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

The expected base salary range for this role is $ 104,300 - $ 130,000* CAD and individuals may be eligible to participate in our variable compensation program.

*Final compensation may vary based on experience, skills, designations, and market conditions.

This posting is for existing vacancy

This hiring process utilizes artificial intelligence tools to assist in candidate screening and assessment. Our AI tools are designed to complement, not replace, human decision-making.

Varicent is committed to creating a diverse environment and is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. If you require accommodation at any time during the recruitment process please email accomodations@varicent.com

Varicent is also committed to compliance with all fair employment practices regarding citizenship and immigration status. By applying for a position at Varicent and/or by using this portal, you declare and confirm that you have read and agree to our Job Applicant Privacy Notice and that the information provided by you as part of your application is true and complete and includes no misrepresentation or material omission of fact

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Sr. Software Developer - Backend (AI Platform)

Range · Toronto, Ontario, Canada

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Development - TripArc TripArc Posted Apr 30, 2026

At Range Group we believe in the power of the professional travel advisor. We represent over $4.5 billion in annual travel sales. All our investments stem from a common thesis, that travel advisors add real value to a trip. Travel advisors when equipped with technology and 24/7 support are irreplaceable. Equally important is our philanthropy. Range Foundation channels 10% of group profits to social impact. From exploration grants, improved access to education, new discoveries on sea and land, cultural infrastructure, and helping our global neighbors in times of need — we are investing to build a better future.

This is a hybrid position, currently requiring two days per week onsite at our office located at 2 Queen St. E in Toronto. Candidates outside of the commutable area or province will be considered for work-from-home.

The Role

TripArc is building an AI-powered vacations booking platform that will put 10,000+ pre-packaged, instantly bookable itineraries in the hands of North American travel advisors.

The work spans both greenfield and existing platforms in equal measure. You'll be building new Angular MFEs, AI agent pipelines, and integrating with MongoDB-backed catalog infrastructure for the Vacations Platform, while extending and integrating with the mature ADX booking platform and the new Product Builder that sits alongside it. We need people who can hold both contexts without losing altitude.

Whichever track you're in, you own your work end-to-end: design through deployment, in close collaboration with Product, QA, and your pod.

How We Build

We expect every developer on this team to use AI coding tools — GitHub Copilot, Claude, Cursor, whatever fits your flow — as a standard part of how you develop. Not as an experiment, and not as a replacement for engineering judgment. We move faster because of these tools, and we ship with confidence because of the quality gates, code review culture, and testing discipline that sit alongside them. If you've figured out how to get real leverage from AI-assisted development without cutting corners on quality, you'll fit right in here.

What You'll Work On

Itinerary Catalog & AI Pipelines: Building the Chorus AI agent system — 8 agents across Generation and QA pipelines — that auto-generates, validates, and enriches itinerary content at scale. Backed by MongoDB, that feed everything downstream.

Advisor-Facing MFEs: Search & Browse, and Itinerary Detail experiences advisors use to find, evaluate, and customize pre-built trips. Includes the NL Search API connecting MongoDB to ADX or direct to Product Builder using MCPs — an open architectural decision spanning LLM query layers, Atlas vector search, and existing API patterns.

Trip & Bundle Workflows: Bundle Manager MFE and Make Bundle Payable microservice within TSP — turning an itinerary into a structured, transactable trip with embedded pricing and commission logic.

Existing ADX Platform: You'll work within and extend the existing ADX platform: a mature .NET system that's the daily workhorse for the advisor network. Extending it, integrating with it, and improving it as you build the new layer on top.

What We're Looking For

Backend — Senior Developer: You build the services, pipelines, and data layers the platform depends on. Comfortable designing event-driven integrations with Azure Service Bus and NServiceBus. Confident in both SQL Server and MongoDB Atlas. You think carefully about API design and what it means for a service to be called thousands of times a day.

Core skills:

C# / .NET Core (5+ years)
SQL Server (complex schemas, query optimization)
MongoDB Atlas — schema design, aggregation pipelines, Atlas Search
RESTful API design, Entity Framework
Azure Service Bus / NServiceBus

Nice: AI pipeline or agent framework experience (LangChain, Semantic Kernel, or similar) is a strong plus

The Tech

Azure Cloud · .NET Core microservices · Angular MFEs · React · Next.js · MongoDB Atlas · SQL Server · NServiceBus · Redis · GraphQL · Azure Service Bus · RabbitMQ · Docker / Kubernetes · Azure Pipelines · Cloudinary · Contentful · Figma · JIRA · Confluence

Why This Role

The ADX Vacations Platform targets significant revenue in the form of gross bookings and this pod is building the core of it. The decisions made now — how the NL Search API works, how the AI agent pipeline scales, how itineraries move from catalog to quote — will define the platform for years. You won't be inheriting someone else's design. You'll be making it.

Compensation

We provide a competitive compensation package with a strong pay-for-performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected base compensation range for this position is: $115,000 to $125,000.

The actual compensation may vary depending on local market conditions, geography, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.

#LI-Hybrid

We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.

The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by humans.

We thank all candidates for their interest however only those selected for an interview will be contacted.

Ready to apply?

Apply to Range

Range

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Sr. Software Developer - Backend (AI Platform)

TripArc · Toronto, Ontario, Canada

Apply now

Development - TripArc TripArc Posted Apr 30, 2026

Founded in 2017, TripArc is a $750 million privately held company powers the top Travel Agencies and Tour Operators in North America. Our expansive and growing network empowers seamless access to a comprehensive range of travel options and services globally with over $750 million transactions annually - all at the industry’s best rates.

As an industry leader in technology, purchasing, finance, HR and marketing, we know how to deliver solutions to travel professionals in the most effective way possible. With deep experience in partnering with two leading brands in the luxury travel space – Kensington Tours and Travel Edge – TripArc has real insight into the needs of tour operators and travel agencies today.

TripArc’s goals are simple. To make our network of over 1400 travel entities more profitable, efficient and help them create truly unique travel for their clients.

This is a hybrid position, currently requiring two days per week onsite at our office located at 2 Queen St. E in Toronto. Candidates outside of the commutable area or province will be considered for work-from-home.

The Role

TripArc is building an AI-powered vacations booking platform that will put 10,000+ pre-packaged, instantly bookable itineraries in the hands of North American travel advisors.

The work spans both greenfield and existing platforms in equal measure. You'll be building new Angular MFEs, AI agent pipelines, and integrating with MongoDB-backed catalog infrastructure for the Vacations Platform, while extending and integrating with the mature ADX booking platform and the new Product Builder that sits alongside it. We need people who can hold both contexts without losing altitude.

Whichever track you're in, you own your work end-to-end: design through deployment, in close collaboration with Product, QA, and your pod.

How We Build

We expect every developer on this team to use AI coding tools — GitHub Copilot, Claude, Cursor, whatever fits your flow — as a standard part of how you develop. Not as an experiment, and not as a replacement for engineering judgment. We move faster because of these tools, and we ship with confidence because of the quality gates, code review culture, and testing discipline that sit alongside them. If you've figured out how to get real leverage from AI-assisted development without cutting corners on quality, you'll fit right in here.

What You'll Work On

Itinerary Catalog & AI Pipelines: Building the Chorus AI agent system — 8 agents across Generation and QA pipelines — that auto-generates, validates, and enriches itinerary content at scale. Backed by MongoDB, that feed everything downstream.

Advisor-Facing MFEs: Search & Browse, and Itinerary Detail experiences advisors use to find, evaluate, and customize pre-built trips. Includes the NL Search API connecting MongoDB to ADX or direct to Product Builder using MCPs — an open architectural decision spanning LLM query layers, Atlas vector search, and existing API patterns.

Trip & Bundle Workflows: Bundle Manager MFE and Make Bundle Payable microservice within TSP — turning an itinerary into a structured, transactable trip with embedded pricing and commission logic.

Existing ADX Platform: You'll work within and extend the existing ADX platform: a mature .NET system that's the daily workhorse for the advisor network. Extending it, integrating with it, and improving it as you build the new layer on top.

What We're Looking For

Backend — Senior Developer: You build the services, pipelines, and data layers the platform depends on. Comfortable designing event-driven integrations with Azure Service Bus and NServiceBus. Confident in both SQL Server and MongoDB Atlas. You think carefully about API design and what it means for a service to be called thousands of times a day.

Core skills:

C# / .NET Core (5+ years)
SQL Server (complex schemas, query optimization)
MongoDB Atlas — schema design, aggregation pipelines, Atlas Search
RESTful API design, Entity Framework
Azure Service Bus / NServiceBus

Nice: AI pipeline or agent framework experience (LangChain, Semantic Kernel, or similar) is a strong plus

The Tech

Azure Cloud · .NET Core microservices · Angular MFEs · React · Next.js · MongoDB Atlas · SQL Server · NServiceBus · Redis · GraphQL · Azure Service Bus · RabbitMQ · Docker / Kubernetes · Azure Pipelines · Cloudinary · Contentful · Figma · JIRA · Confluence

Why This Role

The ADX Vacations Platform targets significant revenue in the form of gross bookings and this pod is building the core of it. The decisions made now — how the NL Search API works, how the AI agent pipeline scales, how itineraries move from catalog to quote — will define the platform for years. You won't be inheriting someone else's design. You'll be making it.

Compensation

We provide a competitive compensation package with a strong pay-for-performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected base compensation range for this position is: $115,000 to $125,000.

The actual compensation may vary depending on local market conditions, geography, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.

#LI-Hybrid

We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.

The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by humans.

We thank all candidates for their interest however only those selected for an interview will be contacted.

Ready to apply?

Apply to TripArc

TripArc

View all jobs →

Machine Learning Engineer II, Core Engineering

Pinterest · Toronto, ON, CA

Apply now

Core Engineering Toronto Posted Apr 30, 2026

About Pinterest:

Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product.

Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible.

At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI.

Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here.

With more than 500 million users around the world and 300 billion ideas saved, Pinterest Machine Learning engineers build personalized experiences to help Pinners create a life they love. With just over 4,000 global employees, our teams are small, mighty, and still growing. At Pinterest, you’ll experience hands-on access to an incredible vault of data and contribute large-scale recommendation systems in ways you won’t find anywhere else.

What you’ll do:

Build cutting edge technology using the latest advances in deep learning and machine learning to personalize Pinterest
Partner closely with teams across Pinterest to experiment and improve ML models for various product surfaces (Homefeed, Ads, Growth, Shopping, and Search), while gaining knowledge of how ML works in different areas
Use data driven methods and leverage the unique properties of our data to improve candidates retrieval
Work in a high-impact environment with quick experimentation and product launches
Keeping up with industry trends in recommendation systems

What we’re looking for:

2+ years of industry experience applying machine learning methods (e.g., user modeling, personalization, recommender systems, search, ranking, natural language processing, reinforcement learning, and graph representation learning)
End-to-end hands-on experience with building data processing pipelines, large scale machine learning systems, and big data technologies (e.g., Hadoop/Spark)
M.S. or PhD in Machine Learning or related areas
Expertise in scalable realtime systems that process stream data
Passion for applied ML and the Pinterest product

Nice To Have:

Experience using Cursor, Copilot, Codex, or similar AI coding assistants for development, debugging, testing, and refactoring.
Familiarity with LLM-powered productivity tools for documentation search, experiment analysis, SQL/data exploration, and engineering workflow acceleration.

This job posting is for an open vacancy. Please note that the company utilizes artificial intelligence to screen applicants for the positions.

Relocation Statement:

This position is not eligible for relocation assistance. Visit our PinFlex page to learn more about our working model.

In-Office Requirement Statement:

We let the type of work you do guide the collaboration style. That means we're not always working in an office, but we continue to gather for key moments of collaboration and connection.
This role will need to be in the office for in-person collaboration 1-2 times per quarter and therefore needs to be in a commutable distance from the Toronto office (85 Richmond St. W).

#LI-REMOTE

At Pinterest we believe the workplace should be equitable, inclusive, and inspiring for every employee. In an effort to provide greater transparency, we are sharing the base salary range for this position. Final salary is based on a number of factors including location, travel, relevant prior experience, or particular skills and expertise.

Information regarding the culture at Pinterest and benefits available for this position can be found here.

Canada based applicants only

$170,840—$220,840 CAD

Our Commitment to Inclusion:

Pinterest is an equal opportunity employer and makes employment decisions on the basis of merit. We want to have the best qualified people in every job. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, religion or religious creed, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, age, marital status, status as a protected veteran, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member) or any other consideration made unlawful by applicable federal, state or local laws. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. If you require a medical or religious accommodation during the job application process, please complete this form for support.

Ready to apply?

Apply to Pinterest

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Sr. Software Developer - Frontend (AI Platform)

Range · Toronto, Ontario, Canada

Apply now

Development - TripArc TripArc Posted Apr 30, 2026

At Range Group we believe in the power of the professional travel advisor. We represent over $4.5 billion in annual travel sales. All our investments stem from a common thesis, that travel advisors add real value to a trip. Travel advisors when equipped with technology and 24/7 support are irreplaceable. Equally important is our philanthropy. Range Foundation channels 10% of group profits to social impact. From exploration grants, improved access to education, new discoveries on sea and land, cultural infrastructure, and helping our global neighbors in times of need — we are investing to build a better future.

This is a hybrid position, currently requiring two days per week onsite at our office located at 2 Queen St. E in Toronto. Candidates outside of the commutable area or province will be considered for work-from-home.

The Role

TripArc is building an AI-powered vacations booking platform that will put 10,000+ pre-packaged, instantly bookable itineraries in the hands of North American travel advisors.

The work spans both greenfield and existing platforms in equal measure. You'll be building new Angular MFEs, AI agent pipelines, and integrating with MongoDB-backed catalog infrastructure for the Vacations Platform, while extending and integrating with the mature ADX booking platform and the new Product Builder that sits alongside it. We need people who can hold both contexts without losing altitude.

Whichever track you're in, you own your work end-to-end: design through deployment, in close collaboration with Product, QA, and your pod.

How We Build

We expect every developer on this team to use AI coding tools — GitHub Copilot, Claude, Cursor, whatever fits your flow — as a standard part of how you develop. Not as an experiment, and not as a replacement for engineering judgment. We move faster because of these tools, and we ship with confidence because of the quality gates, code review culture, and testing discipline that sit alongside them. If you've figured out how to get real leverage from AI-assisted development without cutting corners on quality, you'll fit right in here.

What You'll Work On

Itinerary Catalog & AI Pipelines: Building the Chorus AI agent system — 8 agents across Generation and QA pipelines — that auto-generates, validates, and enriches itinerary content at scale. Backed by MongoDB, that feed everything downstream.

Advisor-Facing MFEs: Search & Browse, and Itinerary Detail experiences advisors use to find, evaluate, and customize pre-built trips. Includes the NL Search API connecting MongoDB to ADX or direct to Product Builder using MCPs — an open architectural decision spanning LLM query layers, Atlas vector search, and existing API patterns.

Trip & Bundle Workflows: Bundle Manager MFE and Make Bundle Payable microservice within TSP — turning an itinerary into a structured, transactable trip with embedded pricing and commission logic.

Existing ADX Platform: You'll work within and extend the existing ADX platform: a mature .NET system that's the daily workhorse for the advisor network. Extending it, integrating with it, and improving it as you build the new layer on top.

What We're Looking For

Frontend — Senior Developer: You build component-driven Angular MFEs that are fast, clean, and advisor-tested. You care how interactions feel, not just whether they function. You understand micro-frontend patterns, can navigate a design system across multiple white-labeled brands, and partner closely with backend developers on API contracts.

Core skills:

Angular (5+ years), TypeScript, MFE architecture
RESTful API integration, Angular Material
AI tooling is a first-class part of how you work — you have a workflow, not a dabbling habit
You write documentation worth reading and JIRA tickets worth inheriting
You own your sprint commitments and push back when timelines don't make sense
You make the people around you better through reviews, pairing, and knowledge sharing

Nice: Working knowledge of .NET APIs and Azure DevOps is a plus

The Tech

Azure Cloud · .NET Core microservices · Angular MFEs · React · Next.js · MongoDB Atlas · SQL Server · NServiceBus · Redis · GraphQL · Azure Service Bus · RabbitMQ · Docker / Kubernetes · Azure Pipelines · Cloudinary · Contentful · Figma · JIRA · Confluence

Why This Role

The ADX Vacations Platform targets significant revenue in the form of gross bookings and this pod is building the core of it. The decisions made now — how the NL Search API works, how the AI agent pipeline scales, how itineraries move from catalog to quote — will define the platform for years. You won't be inheriting someone else's design. You'll be making it.

Compensation

We provide a competitive compensation package with a strong pay-for-performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected base compensation range for this position is: $115,000 to $125,000.

The actual compensation may vary depending on local market conditions, geography, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.

#LI-Hybrid

We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.

The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by humans.

We thank all candidates for their interest however only those selected for an interview will be contacted.

Ready to apply?

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Range

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Sr. Software Developer - Frontend (AI Platform)

TripArc · Toronto, Ontario, Canada

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Development - TripArc TripArc Posted Apr 30, 2026

Founded in 2017, TripArc is a $750 million privately held company powers the top Travel Agencies and Tour Operators in North America. Our expansive and growing network empowers seamless access to a comprehensive range of travel options and services globally with over $750 million transactions annually - all at the industry’s best rates.

As an industry leader in technology, purchasing, finance, HR and marketing, we know how to deliver solutions to travel professionals in the most effective way possible. With deep experience in partnering with two leading brands in the luxury travel space – Kensington Tours and Travel Edge – TripArc has real insight into the needs of tour operators and travel agencies today.

TripArc’s goals are simple. To make our network of over 1400 travel entities more profitable, efficient and help them create truly unique travel for their clients.

This is a hybrid position, currently requiring two days per week onsite at our office located at 2 Queen St. E in Toronto. Candidates outside of the commutable area or province will be considered for work-from-home.

The Role

TripArc is building an AI-powered vacations booking platform that will put 10,000+ pre-packaged, instantly bookable itineraries in the hands of North American travel advisors.

The work spans both greenfield and existing platforms in equal measure. You'll be building new Angular MFEs, AI agent pipelines, and integrating with MongoDB-backed catalog infrastructure for the Vacations Platform, while extending and integrating with the mature ADX booking platform and the new Product Builder that sits alongside it. We need people who can hold both contexts without losing altitude.

Whichever track you're in, you own your work end-to-end: design through deployment, in close collaboration with Product, QA, and your pod.

How We Build

We expect every developer on this team to use AI coding tools — GitHub Copilot, Claude, Cursor, whatever fits your flow — as a standard part of how you develop. Not as an experiment, and not as a replacement for engineering judgment. We move faster because of these tools, and we ship with confidence because of the quality gates, code review culture, and testing discipline that sit alongside them. If you've figured out how to get real leverage from AI-assisted development without cutting corners on quality, you'll fit right in here.

What You'll Work On

Itinerary Catalog & AI Pipelines: Building the Chorus AI agent system — 8 agents across Generation and QA pipelines — that auto-generates, validates, and enriches itinerary content at scale. Backed by MongoDB, that feed everything downstream.

Advisor-Facing MFEs: Search & Browse, and Itinerary Detail experiences advisors use to find, evaluate, and customize pre-built trips. Includes the NL Search API connecting MongoDB to ADX or direct to Product Builder using MCPs — an open architectural decision spanning LLM query layers, Atlas vector search, and existing API patterns.

Trip & Bundle Workflows: Bundle Manager MFE and Make Bundle Payable microservice within TSP — turning an itinerary into a structured, transactable trip with embedded pricing and commission logic.

Existing ADX Platform: You'll work within and extend the existing ADX platform: a mature .NET system that's the daily workhorse for the advisor network. Extending it, integrating with it, and improving it as you build the new layer on top.

What We're Looking For

Frontend — Senior Developer: You build component-driven Angular MFEs that are fast, clean, and advisor-tested. You care how interactions feel, not just whether they function. You understand micro-frontend patterns, can navigate a design system across multiple white-labeled brands, and partner closely with backend developers on API contracts.

Core skills:

Angular (5+ years), TypeScript, MFE architecture
RESTful API integration, Angular Material
AI tooling is a first-class part of how you work — you have a workflow, not a dabbling habit
You write documentation worth reading and JIRA tickets worth inheriting
You own your sprint commitments and push back when timelines don't make sense
You make the people around you better through reviews, pairing, and knowledge sharing

Nice: Working knowledge of .NET APIs and Azure DevOps is a plus

The Tech

Azure Cloud · .NET Core microservices · Angular MFEs · React · Next.js · MongoDB Atlas · SQL Server · NServiceBus · Redis · GraphQL · Azure Service Bus · RabbitMQ · Docker / Kubernetes · Azure Pipelines · Cloudinary · Contentful · Figma · JIRA · Confluence

Why This Role

The ADX Vacations Platform targets significant revenue in the form of gross bookings and this pod is building the core of it. The decisions made now — how the NL Search API works, how the AI agent pipeline scales, how itineraries move from catalog to quote — will define the platform for years. You won't be inheriting someone else's design. You'll be making it.

Compensation

We provide a competitive compensation package with a strong pay-for-performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected base compensation range for this position is: $115,000 to $125,000.

The actual compensation may vary depending on local market conditions, geography, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.

#LI-Hybrid

We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.

The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by humans.

We thank all candidates for their interest however only those selected for an interview will be contacted.

Ready to apply?

Apply to TripArc

TripArc

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Senior AI Platform Developer

MaintainX · Montreal, Toronto, Vancouver, SF (Remote)

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Engineering Canada United States Posted Apr 30, 2026

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the Forbes 2025 Cloud 100, the definitive ranking of the top 100 private cloud companies in the world. We're growing fast and hiring the engineering talent to match.

We’re looking for a Senior AI Platform Developer to build the shared systems that enable teams across MaintainX to ship AI-powered products reliably at scale. You will design and operate internal services that standardize how AI workloads run in production, with clear abstractions, safe defaults, and strong observability. This role is focused on platform leverage- reducing operational and cognitive load for other developers while raising the bar for reliability, performance, and delivery speed across the AI stack.

What you’ll do:

Build and operate scalable backend services and internal APIs for the AI platform.
Integrate LLMs and AI tool execution into reliable, production-ready workflows.
Own production reliability for AI platform infrastructure through observability, alerting, and incident response.
Improve performance and cost efficiency of AI runtimes through profiling, tuning, and capacity planning.
Contribute to shared infra: CI/CD, observability, deployments

About you:

5+ years of experience in Python backend development + systems design experience.
Experience shipping AI-powered or LLM-integrated backend systems.
Comfort working across multiple layers (services, data, infrastructure, AI tooling).
Experience with cloud infrastructure (AWS/GCP/Azure) and IaC (Terraform/Pulumi).
Experience with distributed systems and asynchronous processing.
Have familiarity with AI or data-heavy services where reliability and cost matter at scale.

What’s in it for you:

Competitive salary and meaningful equity opportunities.
Healthcare, dental, and vision coverage.
401(k) / RRSP enrollment program.
Take what you need PTO.
A Work Culture where:

You’ll work alongside folks across the globe that reflect the MaintainX values: Smart Humble Optimists.
We believe in meritocracy, where ideas and effort are publicly celebrated.

About us:

Our mission is to deliver one platform for maintenance, repair & operations teams to keep the physical world running. We believe the greatest asset in any organization is the people. That’s why we built an intuitive, mobile-first solution to help boost productivity and collaboration across teams and locations.

MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

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Initiative - SEO Manager (Unilever Seconded Role)

Omnicom Media · Toronto, Ontario, Canada

Apply now

Initiative - Canada Toronto Posted Apr 29, 2026

Position Summary

Unilever is a global consumer goods company known for its commitment to sustainability and a diverse portfolio of iconic brands. Unilever's expansive brand lineup includes household names such as Dove, AXE, Olly, Liquid IV, and Hellmann’s. Every day, over 2 billion people around the world rely on our products for their daily needs.

Unilever is seeking a dynamic and seasoned SEO/AEO Manager with experience in Answer Engine Optimization (AEO), combined with a strong foundation in traditional SEO, to lead organic search strategy across its Personal Care and Beauty portfolio of brands. The SEO/AEO Manager will own the development and execution of advanced AEO and SEO strategies, enabling content to be discovered and cited by answer engines. This includes structuring content for AI comprehension, optimizing for featured snippets, knowledge panels, and voice search, while leading cross-functional teams and agencies to maximize organic reach.

In this role, you'll play a pivotal role in shaping how consumers discover and engage with our brands through AI-driven search – influencing digital visibility and helping Unilever stay at the forefront of an evolving search landscape.

If you have what it takes, are results oriented, and thrive in performance-driven environments, we’d love to hear from you!

Key Responsibilities

Own the design and implementation of comprehensive SEO and AEO strategies, ensuring the optimization of search visibility across search engines, voice, and answer-based results.
Lead an interagency team across media, content, and web development to synchronize efforts, deliver on strategy, and elevate performance across KPIs.
Conduct prompt and keyword research, monitor search trends, and identify high-impact content opportunities.
Oversee full content lifecycle optimization, from prompt research and structured content creation to technical schema markup implementation for AI extraction.
Collaborate with web development agencies to optimize website architecture, metadata, and content for improved search engine visibility and user experience.
Oversee both on-page and off-page SEO, including technical audits, building authority, schema markup, and performance monitoring.
Track and report on KPIs specific to AEO performance: featured snippet acquisition, voice search visibility, zero click engagement, and brand authority recognition.
Stay current with emerging AEO technologies, voice search trends, large language model outputs, and generative AI capabilities to continually evolve strategies.
Align SEO and AEO roadmaps with wider marketing initiatives, including paid media, social campaigns, and content strategies, ensuring cross-channel synergies.

Desired Skills & Experience

5+ years of advanced SEO experience, ideally with AEO implementation and direct answer content optimization.
Strong leadership skills and proven experience leading multiple media/content agencies or cross-functional teams in delivering measurable SEO and AEO outcomes.
Ability to complement deep technical expertise with a clear understanding of business impact; translating search performance into tangible outcomes for brand growth and consumer engagement.
Demonstrated passion for content and marketing, with a consumer-first mindset that ensures content strategies are crafted to resonate with audience needs and foster meaningful brand engagement.
Deep technical SEO understanding and experience in AEO, including structured data/schema markup, HTML, CSS, JavaScript, and content extraction for AI engines.
Familiarity with SEO and AEO analytics tools such as Google Search Console, Semrush, Ahrefs, Screaming Frog, and specialized AEO/voice search monitoring tools
Extensive knowledge of search engine algorithms, ranking factors, featured snippet dynamics, and AI-powered answer extraction.
Strong analytical skills with a focus on interpreting AEO specific metricsand user engagement for optimization.
Leadership and project management capabilities to guide internal teams and external agencies in complex multi-channel campaigns.
Certifications in SEO, AEO, Google Analytics, or AI content optimization programs

This is an active vacancy. We are currently hiring for this role and reviewing applications on an ongoing basis.

Expected Salary: TBD

Omnicom Media is providing the compensation range that the company is willing to pay for this position based on the successful applicant’s education, experience, knowledge, skills and abilities.

Initiative unlocks business growth for the world’s most ambitious brands. We believe in the power of media to reshape our industry and orchestrate a brand’s entire consumer experience, by balancing both what unites people and what makes them different. When brands unite people in culture, they build Fame, and when brands connect individuals to their unique journeys, they build customer Flow. Initiative builds Fame and Flow for brands like Amazon, RBC, LEGO, Nintendo and Canada Goose. Media responsibility is at the forefront of everything we do, whether it’s creating media plans that reflect the diversity of our communities, promote brand safety, and foster sustainability. Our agency celebrates diversity in an inclusive environment where all of our 9,000+ strong talent across 90+ markets feel seen, heard, and valued. Our vision is to create not only a better media company, but also a better media industry, and maybe even a better world. Initiative Canada has received many of the industry’s most coveted awards, including two gold Strategy Media Agency of the Year awards, eight Cannes Lions, and a position on WARC's Top 50 Most Effective Media Agencies in the World. In 2023 Initiative was named the North American Network of the Year by the Festival of Media, and Global Network of the Year by both Ad Age and Ad Week. To learn more, visit initiative.com.

Initiative is an equal opportunity employer, committed to providing equal employment opportunities to all employees and applicants without regard to race, colour, ethnicity, gender, age, religion, creed, national origin, sexual orientation, gender identity, marital status, citizenship, genetic information, disability, or any other basis prohibited by applicable federal, provincial, or municipal law. If you require an accommodation in any aspect of the selection process, please reach out to canadatalent@mbww.com

Ready to apply?

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Team Lead, GenAI Engineering

Geotab · Oakville, Ontario - Canada; Toronto, Ontario - Canada; Waterloo, Ontario - Canada

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Data & Analytics Oakville Toronto Posted Apr 29, 2026

Who we are:

Geotab ® is a global leader in IoT and connected transportation and certified “Great Place to Work™.” We are a company of diverse and talented individuals who work together to help businesses grow and succeed, and increase the safety and sustainability of our communities.

Geotab is advancing security, connecting commercial vehicles to the internet and providing web-based analytics to help customers better manage their fleets. Geotab’s open platform and Geotab Marketplace ®, offering hundreds of third-party solution options, allows both small and large businesses to automate operations by integrating vehicle data with their other data assets. Processing billions of data points a day, Geotab leverages data analytics and machine learning to improve productivity, optimize fleets through the reduction of fuel consumption, enhance driver safety and achieve strong compliance to regulatory changes.

Our team is growing and we’re looking for people who follow their passion, think differently and want to make an impact. Ours is a fast paced, ever changing environment. Geotabbers accept that challenge and are willing to take on new tasks and activities - ones that may not always be described in the initial job description. Join us for a fulfilling career with opportunities to innovate, great benefits, and our fun and inclusive work culture. Reach your full potential with Geotab. To see what it’s like to be a Geotabber, check out our blog and follow us @InsideGeotab on Instagram. Join our talent network to learn more about job opportunities and company news.

Who you are:

We are always looking for amazing talent who can contribute to our growth and deliver results! Geotab is seeking a Team Lead, GenAI Engineering who will champion and guide a team of Software Developers and Data Scientists, accounting for the end-to-end implementation and deployment of advanced Generative AI solutions. The projects will vary in scope, complexity, and affected business area. If you love technology, and are keen to join an industry leader — we would love to hear from you!

What you'll do:

As a Team Lead, GenAI Engineering, your key area of responsibility will be leading the design, development, and deployment of cutting-edge Generative AI software applications, establishing high technical standards through code reviews and scalable architectures, and ensuring all data products meet critical business needs. You will need to work closely with the Manager of AI Engineering, Geotab’s software engineering and data science squads, and cross-functional stakeholders to translate complex technical insights into actionable reports.

To be successful in this role you will be a technical leader with an entrepreneurial mindset who is comfortable in a dynamic environment and possesses a passion for coaching and mentoring team members toward their full potential. In addition, the successful candidate will have strong analytical and problem-solving skills, with the ability to manage multiple development projects simultaneously, break down complex requirements into executable tasks, and make data-driven decisions to ensure timely, high-standard results.

How you'll make an impact:

Cultivate a High-Performing Team: Actively mentor and coach team members on best practices in both AI product development and software engineering. Beyond technical guidance, serve as a career coach, conducting regular 1-on-1s to align individual aspirations with organizational goals and providing the radical candor necessary for continuous professional growth.
Own the Hiring Process: Drive the end-to-end recruitment of top-tier talent, rigorously assessing technical depth (Data Science and LLM Engineering) and cultural alignment. Design and oversee a seamless onboarding experience that integrates new hires into the GenAI stack and team culture with speed and clarity.
Foster a Culture of Innovation: Encourage and enable the team to experiment with new technologies and methodologies, making pragmatic trade-offs to meet project goals while fostering a culture of continuous learning.
Performance Management & Accountability: Establish clear performance metrics and KPIs for the engineering squad. Take ownership of the performance review cycle, identifying high-potential talent for advancement and proactively managing underperformance through structured support and feedback loops.
Spearhead Advanced GenAI Development: Lead the design, development, and deployment of cutting-edge Generative AI software applications. Research and implement novel solutions using techniques such as prompt engineering, Agentic workflows, and Retrieval Augmented Generation (RAG) to solve complex business challenges.
Technical Direction & Code Quality: Establish and maintain a high technical bar for the team. Perform regular code reviews, ensure adherence to software engineering best practices, and lead the design of objective evaluation systems to rigorously assess model quality, performance, and user experience.
Architect Scalable Solutions: Oversee the design and maintenance of high-quality, scalable, and secure AI architectures on cloud platforms. Ensure the architectural integrity of applications built on top of Generative AI models, balancing critical considerations like AI safety, latency, and cost.
Task Management & Delivery: Serve as the primary technical subject matter expert. Break down complex, high-level requirements into executable technical tasks and sprints. Own the planning, execution, and delivery of multiple development projects, ensuring they are completed on time and to a high standard.
Lead Communication and Documentation: Act as the primary technical point of contact. Manage communication with cross-functional stakeholders, translating complex technical insights into clear, actionable reports. Ensure comprehensive documentation of research, methodologies, and system designs is maintained.

What you'll bring to the role:

Bachelors degree in Computer Science, Data Science, Statistics, Mathematics, or a related quantitative field.
3-5 years of relevant industry experience in a Data Science, Machine Learning, or AI Engineering role, with hands-on experience in the entire GenAI project lifecycle.
1-3 years of supervisory or team leadership experience, with a proven ability to mentor junior engineers and conduct rigorous code reviews.
Expert proficiency in Python, SQL, and GenAI frameworks such as LangChain and LangGraph.
Deep technical knowledge of Large Language Models (LLMs), transformer architectures, RAG systems, and vector databases (e.g., FAISS).
Experience designing scalable AI architectures on cloud platforms, preferably GCP or Azure, with an understanding of MLOps and microservices.
Strong soft skills, including high organization, meticulous attention to detail, and the ability to build relationships across all levels of the organization.

If you got this far, we hope you're feeling excited about this role! Even if you don't feel you meet every single requirement, we still encourage you to apply.

Please note: Geotab does not accept agency resumes and is not responsible for any fees related to unsolicited resumes. Please do not forward resumes to Geotab employees.

This posting is for an existing vacancy.

Why job seekers choose Geotab:

Flex working arrangements
Home office reimbursement program
Baby bonus & parental leave top up program
Online learning and networking opportunities
Electric vehicle purchase incentive program
Competitive medical and dental benefits
Retirement savings program

*The above are offered to full-time permanent employees only

How we work:

At Geotab, we have adopted a flexible hybrid working model in that we have systems, functions, programs and policies in place to support both in-person and virtual work. However, you are welcomed and encouraged to come into our beautiful, safe, clean offices as often as you like. When working from home, you are required to have a reliable internet connection with at least 50mb DL/10mb UL. Virtual work is supported with cloud-based applications, collaboration tools and asynchronous working. The health and safety of employees are a top priority. We encourage work-life balance and keep the Geotab culture going strong with online social events, chat rooms and gatherings. Join us and help reshape the future of technology!

We believe that ensuring diversity is fundamental to our future growth and progress and is an integral part of our business. We believe that success happens where new ideas can flourish – in an environment that is rich in diversity and a place where people from various backgrounds can work together. Geotab encourages applications from all qualified individuals. We are committed to accommodating people with disabilities during the recruitment and assessment processes and when people are hired. We will ensure the accessibility needs of employees with disabilities are taken into account as part of performance management, career development, training and redeployment processes. If you require accommodation at any stage of the application process or want more information about our diversity and inclusion as well as accommodation policies and practices, please contact us at careers@geotab.com. By submitting a job application to Geotab Inc. or its affiliates and subsidiaries (collectively, “Geotab”), you acknowledge Geotab’s collection, use and disclosure of your personal data in accordance with our Privacy Policy. Click here to read our Privacy Notice.

The annual base salary for this position is the expected annual salary for this role, and may be subject to change. Geotab offers various perks and benefits and other compensation components that an individual may be eligible for. The actual base salary for this position depends on a variety of factors such as but not limited to skills, qualifications, education and overall experience, including the location the applicant lives while performing the job. This also includes equity with other team members and alignment with local market data. All offers of employment are contingent upon proof of eligibility to work and the individual's ability to pass a background check.

Hiring Range

$113,000—$157,000 CAD

Ready to apply?

Apply to Geotab

Geotab

View all jobs →

AI Agent Developer

Geotab · Oakville, Ontario - Canada; Toronto, Ontario - Canada; Waterloo, Ontario - Canada

Apply now

Enterprise Data Office Oakville Posted Apr 29, 2026

Who we are:

Geotab ® is a global leader in IoT and connected transportation and certified “Great Place to Work™.” We are a company of diverse and talented individuals who work together to help businesses grow and succeed, and increase the safety and sustainability of our communities.

Geotab is advancing security, connecting commercial vehicles to the internet and providing web-based analytics to help customers better manage their fleets. Geotab’s open platform and Geotab Marketplace ®, offering hundreds of third-party solution options, allows both small and large businesses to automate operations by integrating vehicle data with their other data assets. Processing billions of data points a day, Geotab leverages data analytics and machine learning to improve productivity, optimize fleets through the reduction of fuel consumption, enhance driver safety and achieve strong compliance to regulatory changes.

Our team is growing and we’re looking for people who follow their passion, think differently and want to make an impact. Ours is a fast paced, ever changing environment. Geotabbers accept that challenge and are willing to take on new tasks and activities - ones that may not always be described in the initial job description. Join us for a fulfilling career with opportunities to innovate, great benefits, and our fun and inclusive work culture. Reach your full potential with Geotab. To see what it’s like to be a Geotabber, check out our blog and follow us @InsideGeotab on Instagram. Join our talent network to learn more about job opportunities and company news.

Who you are:

We are always looking for amazing talent who can contribute to our growth and deliver results! Geotab is seeking an AI Agent Developer who will design, build, and maintain AI-powered "skills" — modular, executable agents that integrate with enterprise systems and surface through a shared internal agent platform. If you love technology, and are keen to join an industry leader — we would love to hear from you!

What you'll do:

As an AI Agent Developer, your key area of responsibility will be contributing to both the core platform and the growing ecosystem of agents deployed across the organization, and playing a meaningful role in shaping the standards and practices that enable other teams to build their own agents. You will need to work closely with business units to identify high-value automation opportunities, as well as collaborate with security, compliance, and data governance teams to ensure agents operate within established guardrails.

To be successful in this role you will be a self-directed communicator who is comfortable operating with autonomy in a fast-moving, platform-oriented environment and able to explain agent capabilities to both technical and non-technical stakeholders. In addition, the successful candidate will have sound software engineering fundamentals with the ability to scope ambiguous problems, ship iteratively, and balance quality with delivery speed to ensure timely results.

How you'll make an impact:

Design and build production AI agent skills in Go (and Python where appropriate), following established skill architecture patterns and platform conventions.
Integrate agents with enterprise systems including data warehouses, ticketing systems, source control, observability platforms, and internal APIs.
Contribute to the core agent platform: runtime management, skill lifecycle, credential handling, multi-model AI support, and build tooling.
Define and enforce best practices for skill development, packaging, distribution, and CI/CD — and help other teams adopt them.
Partner with business units to identify high-value automation opportunities and translate them into well-scoped, production-ready agent solutions.
Maintain the skill ecosystem: versioning, dependency management, cross-platform compilation, and runtime distribution.
Build tooling and documentation that empowers other developers to contribute skills and reduce the burden on the core team.
Monitor deployed agents, gather user feedback, instrument performance, and drive continuous improvement cycles.
Collaborate with security, compliance, and data governance teams to ensure agents operate within established guardrails.
Stay current with LLM capabilities, prompt engineering advances, agentic frameworks, and relevant open-source tooling — and evaluate their applicability to the platform.
Contribute to the internal AI agent developer community through knowledge sharing, workshops, and direct guidance to other teams.

What you'll bring to this role:

Bachelor's degree in Computer Science, Software Engineering, or a related technical field.
4+ years of software engineering experience; hands-on experience in Go is strongly preferred, with Python as a secondary language.
Demonstrated experience building and deploying AI-driven applications, automations, or agents, including experience with LLM APIs (Claude, Gemini, GPT, or similar).
Solid understanding of CLI tooling, binary distribution, and cross-platform build systems.
Experience with enterprise system integration via REST APIs (Jira, GitLab, BigQuery, Salesforce, etc.).
Familiarity with agentic patterns: tool use, multi-step reasoning, context management, prompt engineering, and output validation
Strong communication skills with a genuine enthusiasm for AI and its practical application to real business problems.

If you got this far, we hope you're feeling excited about this role! Even if you don't feel you meet every single requirement, we still encourage you to apply.

Please note: Geotab does not accept agency resumes and is not responsible for any fees related to unsolicited resumes. Please do not forward resumes to Geotab employees.

This posting is for an existing vacancy.

Why job seekers choose Geotab:

Flex working arrangements
Home office reimbursement program
Baby bonus & parental leave top up program
Online learning and networking opportunities
Electric vehicle purchase incentive program
Competitive medical and dental benefits
Retirement savings program

*The above are offered to full-time permanent employees only

How we work:

At Geotab, we have adopted a flexible hybrid working model in that we have systems, functions, programs and policies in place to support both in-person and virtual work. However, you are welcomed and encouraged to come into our beautiful, safe, clean offices as often as you like. When working from home, you are required to have a reliable internet connection with at least 50mb DL/10mb UL. Virtual work is supported with cloud-based applications, collaboration tools and asynchronous working. The health and safety of employees are a top priority. We encourage work-life balance and keep the Geotab culture going strong with online social events, chat rooms and gatherings. Join us and help reshape the future of technology!

We believe that ensuring diversity is fundamental to our future growth and progress and is an integral part of our business. We believe that success happens where new ideas can flourish – in an environment that is rich in diversity and a place where people from various backgrounds can work together. Geotab encourages applications from all qualified individuals. We are committed to accommodating people with disabilities during the recruitment and assessment processes and when people are hired. We will ensure the accessibility needs of employees with disabilities are taken into account as part of performance management, career development, training and redeployment processes. If you require accommodation at any stage of the application process or want more information about our diversity and inclusion as well as accommodation policies and practices, please contact us at careers@geotab.com. By submitting a job application to Geotab Inc. or its affiliates and subsidiaries (collectively, “Geotab”), you acknowledge Geotab’s collection, use and disclosure of your personal data in accordance with our Privacy Policy. Click here to learn more about what happens with your personal data.

The annual base salary for this position is the expected annual salary for this role, and may be subject to change. Geotab offers various perks and benefits and other compensation components that an individual may be eligible for. The actual base salary for this position depends on a variety of factors such as but not limited to skills, qualifications, education and overall experience, including the location the applicant lives while performing the job. This also includes equity with other team members and alignment with local market data. All offers of employment are contingent upon proof of eligibility to work and the individual's ability to pass a background check.

Hiring Range

$101,600—$132,000 CAD

Ready to apply?

Apply to Geotab

Geotab

View all jobs →

AI Native Engineer, Growth Marketing

CookUnity · Ottawa, Ontario, Canada; Toronto, Ontario, Canada

Apply now

Growth Marketing Argentina & US Posted Apr 28, 2026

About CookUnity:

Food has lost its soul to modern convenience. And with it, it has lost the power to nourish, inspire, and connect us. So in 2018, CookUnity was founded as the first-of-its-kind platform that connects the world with the source of truly great food: chefs. Today, CookUnity delivers 50 million meals a year from the industry’s best chefs to homes all over the country. Fresh. Ready-to-eat. And crafted with the passion that nourishes body and soul.

Unwilling to stop there, CookUnity is expanding beyond delivery to become an ever-innovating marketplace focused on our singular mission: empower Chefs to nourish the world.

If that mission has you hungry in more ways than one, you’ve found the right job posting.

The Role

AI is no longer a roadmap item — it's the operating system for how modern growth teams win. We're hiring a AI Native Engineer, Growth Marketing to be the hands-on builder who embeds AI into every corner of how our Growth team works: performance marketing, creative production, CRM, landing pages, growth ops, and beyond.

This is a rare hybrid role. You're equal parts engineer and growth practitioner — someone who can write a Python script in the morning, ship a Braze-connected AI workflow by afternoon, and explain the business impact to a non-technical stakeholder by EOD. You don't need to have done this at scale before — you need to be obsessed with building at the frontier of what's possible and have the technical chops to make it real.

You'll report directly to the Head of Growth and work across every subteam in the Growth org as their embedded AI engineer.

Responsibilities:

Performance Marketing: Build AI-powered tools to automate bid strategy analysis, budget pacing alerts, creative performance scoring, and anomaly detection across paid channels (SEM, Meta, Affiliate, YouTube, etc.)
Creative Studio: Develop AI workflows for ad copy generation, creative brief automation, image asset variation at scale, and creative performance feedback loops between analytics and the studio team
CRM & Lifecycle: Implement AI-driven personalization and send-time optimization across email, SMS, push, and in-app channels; build agentic workflows that pull Snowflake data, generate segment logic, and trigger Braze campaigns with minimal manual intervention
Landing Pages & Conversion: Automate LP variant generation, headline testing ideation, and personalization logic by audience segment or traffic source
Growth Ops: Build internal AI tools — dashboards, Slack bots, report generators — that reduce repetitive analytical work and accelerate decision-making across the team
Growth Product: Partner with Product and Engineering to identify where AI-powered features (recommendations, dynamic content, smart nudges) can accelerate funnel conversion and retention
Tooling & Infrastructure: Evaluate, implement, and maintain the AI/ML toolstack that powers Growth — from LLM APIs to workflow orchestration tools to data pipelines

What Success Looks Like

A measurable reduction in manual hours across mundane Growth through AI-driven automation
At least 5-10 production-grade AI tools or workflows live and actively used by the team within the first 4 months
CRM campaigns that are more personalized, faster to launch, and higher-performing because of AI assist
Creative output volume increases without a proportional increase in headcount
The Growth team thinks of you first when they want to do something smarter, faster, or at scale

Qualifications:

2–5 years of engineering or technical experience, with meaningful hands-on work applying AI/LLMs to real business problems (side projects count — we care about what you've built, not just where)
Proficiency in Python or Typescript and comfort working with APIs (OpenAI, Anthropic, or similar LLM providers)
Build repeatable skills or plugins for popular LLM clients to empower your team
Educate and mentor team members to become more AI-Native
A builder's mentality: you'd rather ship a working prototype than write a spec about one
Ability to work cross-functionally and translate between technical and non-technical stakeholders

Preferred requirements:

Experience with workflow orchestration tools (Agent SDK, n8n, Make, Zapier, or custom Typescript/Python pipelines)
Prior work at a DTC subscription company or growth-stage startup
Familiarity with prompt engineering, RAG architectures, or fine-tuning
Experience building internal tools used by non-technical teams
Familiarity with marketing platforms and data infrastructure — ideally some combination of Braze, Google Ads, Meta Ads Manager, Snowflake, or equivalent
Strong enough understanding of growth marketing to ask the right questions and build tools that practitioners actually want to use

Technologies You'll Use

LLM APIs: OpenAI, Anthropic, and/or open-source models
CRM & Marketing: Braze, Google Ads, Meta Ads Manager
Data: Snowflake, SQL, Tableau, dbt, Hex
Orchestration: Typescript, Agent SDK, Vercel AI SDK, Python, n8n, Make, or similar
Collaboration: Slack, Notion, Jira, Google Workspace

Benefits

🩺 Health Insurance coverage (Canada Life)

⛱ Flexible Paid Time Off

🗓️ 5- year Sabbatical: After 5 years with CookUnity, you get a 4-week paid sabbatical

🐣 Paid Family leave.

🕯 Compassionate Leave: 3-5 days each time the need arises

🥘 A generous amount of CookUnity credits to enjoy our amazing meals, added to your account, monthly.

🧘🏽‍♀️ Wellness perks: fitness subsidies to build a healthy lifestyle

👩🏾‍🏫 Personalized Spanish coach

🚀 Awesome opportunity to join a company that is looking to change how we eat and how chefs work!

Compensation

All final pay rates will be determined by candidates experience, knowledge, skills, and abilities of the applicant, internal equity, and alignment with market data.

Pay Range for this position

$190,000—$220,000 CAD

If you’re interested in this role, please submit your application, and if we think you might be a fit, we'll get in touch with you. Thank you for your time!

CookUnity is an Equal Opportunity Employer. We are dedicated to creating a community of inclusion and an environment free from discrimination or harassment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, sexual orientation, gender identity, national origin, citizenship status, protected veteran status, genetic information, or physical or mental disability.

A quick note for all candidates
We’ve recently seen an increase in recruitment scams across the industry, and we want to make sure you (and your data) stay safe while applying to CookUnity. We also want you to know that we take this seriously — sometimes, as part of our process, we may ask for a brief “proof of humanity” to confirm that we’re connecting with a real person, not an impersonator. Here are a few tips to help you protect yourself and know what to expect from us:

Apply only through our official channels. All open roles are listed on our official careers page: careers.cookunity.com
Our recruiters are real people — and easy to verify. You can always find them on LinkedIn with verified profiles. If you’re unsure, feel free to reach out to us on our official LinkedIn Company Page.
We only communicate through official CookUnity channels. That means emails ending in @cookunity.com and interviews held through official company platforms (Google Meet or Zoom) — never WhatsApp, Telegram, or SMS.
We’ll never ask for payment or personal financial details. If anyone does, please don’t share any information and let us know right away.

If something ever feels off or you’re unsure about a message, we’d much rather you double-check with us. You can always contact us directly through any of our social media channels. We appreciate your interest in joining CookUnity — and we care about keeping your experience (and safety) as genuine as possible.

Ready to apply?

Apply to CookUnity

CookUnity

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Software Engineering Manager (AutoTrader.ca Marketplace)

AutoTrader.ca · Toronto, ON (Canada)

Apply now

Engineering AutoTrader Posted Apr 28, 2026

We are TRADER, a Canadian leader in digital automotive solutions. Our flagship brands — AutoTrader.ca, AutoSync, Dealertrack Canada and CMS — help Canadians buy, sell, and finance vehicles with confidence.

As part of AutoScout24 group, Europe’s largest online car marketplace, we’re shaping the future of automotive retail in Canada and beyond.

Learn more at tradercorporation.com.

This role will be within our flagship platform, AutoTrader.ca, Canada’s #1 automotive marketplace, attracting over 25 million visits each month.

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We’re hiring an experienced Software Engineering Manager to run two teams building our marketplace platform in Toronto. You will build and grow high-performing teams, establish delivery predictability, embed product thinking into engineering decisions, and lead the teams for our International Marketplace.

What You'll Own:

People leadership for two teams (~10 engineers total): hiring, coaching, career growth, 1:1s, performance reviews.
Delivery and roadmap execution: unblock cross-team dependencies, ensure predictable delivery and quality.
Platform-level coordination: reliability, SLOs, developer experience and operational processes.
Adoption and best practices for AI-assisted development and product features; coach teams to use AI productively and safely.
Partner with Product Managers & Director to shape product strategy and ensure engineering decisions strongly reflect product trade-offs.

Must-Haves (Non-negotiables):

Proven engineering people manager with experience managing multiple teams or multiple engineering streams.
High AI literacy: daily user of LLM tools (ChatGPT, Codex, Claude Code etc.), able to articulate AI best practices and operational concerns.
Strong technical background: AWS/Cloud, frontend (TypeScript / Node / Next.js / React), backend (Java; Spring Boot is a plus). Solid architecture judgement and platform thinking.
Product mindset: able to challenge product decisions, translate business goals into engineering outcomes.
Authorized to work in Canada; based in Toronto area and able to be onsite at least 2 days/week.
Comfortable with change and a fast-paced environment.

Nice-To-Haves:

Experience with microservices, Spring Boot, Kubernetes, Terraform/CloudFormation, observability (Prometheus/Datadog), platform/DEVEX ownership.
Prior experience in marketplace or classifieds-type e-commerce products or platforms.

What We Offer:

Lead important international marketplace work and a chance to set the technical and operating model for two critical Toronto teams.

What’s In It For You…

We understand that there is life at work and life outside of work. Here are a few benefits we all benefit from that support us to be our creative best.

Gym discounts
Employee and Family Assistance program
Virtual wellness events
Conferences & training budget
Regular internal training programs
Financial planning with 3% matching for Pension
Competitive salary
Annual bonus structure

For a career where you can drive our business and shape your future, apply now.

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The base salary range for this position is CAD $140,000 – CAD 190,000.

This range reflects the expected compensation at the time of posting. The final offer may vary and can be higher based on relevant skills, experience, location, and market conditions. Based on the role the total rewards package may also include benefits, bonus, and other employee offerings.

Use of Artificial Intelligence in Hiring: We use artificial intelligence (“AI”) in our hiring process, including to screen, assess, or select applicants for this position.

Vacancy Status: This job posting is for an existing vacancy.

Ready to apply?

Apply to AutoTrader.ca

AutoTrader.ca

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