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 looking for a Senior Lead, People Analytics to advance our data-driven approach to talent and workforce strategy. In this highly impactful individual contributor role, you will own and drive high-priority analytics initiatives that influence how we attract, engage, develop, and retain top talent. You’ll partner closely with HR, Finance, and business leaders to translate workforce data into actionable insights that inform decision-making and elevate the employee experience at Upwork. This is an opportunity to operate as a strategic thought partner, delivering sophisticated analysis that directly influences executive-level decisions and long-term workforce planning.

Your Responsibilities:

• Lead end-to-end people analytics initiatives, from problem framing and hypothesis development to analysis, insight generation, and executive-level presentation.

• Design and implement scalable data models and analytical frameworks across talent acquisition, engagement, performance, workforce planning, and retention.

• Identify, evaluate, and champion AI and machine learning tools that enhance how we surface workforce insights, automate repetitive reporting tasks, and develop predictive models for attrition, hiring, and performance outcomes.

• Experiment with and integrate AI-assisted analysis — including the use of large language models and generative AI tools — to accelerate insight generation, improve narrative quality, and scale the team's analytical output.

• Partner with HR and business leaders to translate workforce data into strategic and actionable recommendations.

• Build and maintain dashboards, reporting tools, and scalable self-service analytics capabilities that increase data accessibility and adoption.

• Identify and remediate data quality gaps within Workday and related systems, strengthening the integrity and reliability of people data.

• Communicate nuanced analyses in a clear and compelling way to diverse stakeholders, from HR partners to executives.

• Leverage external benchmarks, industry trends, and best practices to inform Upwork’s people strategy.

• Ensure data integrity and compliance with privacy regulations while continuously improving data collection and analysis processes.
  
  

What it takes to catch our eye:

• Strong background in People Analytics, Workforce Analytics, or a related field with a proven track record of delivering strategic, business-impacting insights.

• Hands-on experience with Workday HCM, including building and maintaining advanced or custom reports, leveraging calculated fields, and improving data quality and reporting structures.

• Experience with Qualtrics and Greenhouse is a plus.

• Proficiency in analytics tools such as SQL, Python, R, Tableau, or similar platforms.

• Curiosity and hands-on experience with AI tools — including experience using LLMs, AI-assisted coding tools (e.g. GitHub Copilot), or ML frameworks to enhance analytical workflows or build predictive models.

• A forward-thinking mindset with a demonstrated ability to identify where AI and automation can meaningfully improve how people data is gathered, analyzed, and acted upon.

• Strong business acumen and ability to connect data insights to strategic objectives.

• Ability to independently lead and prioritize multiple high-impact initiatives in a fast-paced environment.

• Excellent communication skills, with the ability to distill complex analyses into clear, actionable recommendations.

• A passion for leveraging data to drive equity, inclusion, and positive employee experiences.

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 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 (EEA, UK, and Switzerland).

The annual base salary range for this position is displayed below. 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
€63.000 - €79.000 EUR

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). 

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 looking for a Senior Lead, People Analytics to advance our data-driven approach to talent and workforce strategy. In this highly impactful individual contributor role, you will own and drive high-priority analytics initiatives that influence how we attract, engage, develop, and retain top talent. You’ll partner closely with HR, Finance, and business leaders to translate workforce data into actionable insights that inform decision-making and elevate the employee experience at Upwork. This is an opportunity to operate as a strategic thought partner, delivering sophisticated analysis that directly influences executive-level decisions and long-term workforce planning.

Your Responsibilities:

• Lead end-to-end people analytics initiatives, from problem framing and hypothesis development to analysis, insight generation, and executive-level presentation.

• Design and implement scalable data models and analytical frameworks across talent acquisition, engagement, performance, workforce planning, and retention.

• Identify, evaluate, and champion AI and machine learning tools that enhance how we surface workforce insights, automate repetitive reporting tasks, and develop predictive models for attrition, hiring, and performance outcomes.

• Experiment with and integrate AI-assisted analysis — including the use of large language models and generative AI tools — to accelerate insight generation, improve narrative quality, and scale the team's analytical output.

• Partner with HR and business leaders to translate workforce data into strategic and actionable recommendations.

• Build and maintain dashboards, reporting tools, and scalable self-service analytics capabilities that increase data accessibility and adoption.

• Identify and remediate data quality gaps within Workday and related systems, strengthening the integrity and reliability of people data.

• Communicate nuanced analyses in a clear and compelling way to diverse stakeholders, from HR partners to executives.

• Leverage external benchmarks, industry trends, and best practices to inform Upwork’s people strategy.

• Ensure data integrity and compliance with privacy regulations while continuously improving data collection and analysis processes.
  
  

What it takes to catch our eye:

• Strong background in People Analytics, Workforce Analytics, or a related field with a proven track record of delivering strategic, business-impacting insights.

• Hands-on experience with Workday HCM, including building and maintaining advanced or custom reports, leveraging calculated fields, and improving data quality and reporting structures.

• Experience with Qualtrics and Greenhouse is a plus.

• Proficiency in analytics tools such as SQL, Python, R, Tableau, or similar platforms.

• Curiosity and hands-on experience with AI tools — including experience using LLMs, AI-assisted coding tools (e.g. GitHub Copilot), or ML frameworks to enhance analytical workflows or build predictive models.

• A forward-thinking mindset with a demonstrated ability to identify where AI and automation can meaningfully improve how people data is gathered, analyzed, and acted upon.

• Strong business acumen and ability to connect data insights to strategic objectives.

• Ability to independently lead and prioritize multiple high-impact initiatives in a fast-paced environment.

• Excellent communication skills, with the ability to distill complex analyses into clear, actionable recommendations.

• A passion for leveraging data to drive equity, inclusion, and positive employee experiences.

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). 

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.

Senior Financial Analyst, Corporate FP&A 

The Corporate Financial Planning & Analysis team partners closely with the VP of Finance, CFO, and executive leadership to shape Upwork’s financial strategy and long-term direction. As a Senior Analyst based in our Toronto hub, you will play a critical role in owning monthly and quarterly forecasting for the corporate balance sheet and cash flow statements. This is a highly visible position with regular exposure to senior leadership, where your structured thinking, financial rigor, and clear communication will directly influence decision-making at the highest levels of the company.

In this role, you will lead forecasting and analysis across fixed assets, intangible assets, equity and share-based compensation, integrated cash flows, and provisions for transaction losses. You will translate complex financial data into clear insights and executive-ready materials, including monthly forecast presentations and quarterly Board of Directors decks. Working from our Toronto hub, you will collaborate cross-functionally with global stakeholders while contributing to a strong local finance presence and community.

Responsibilities

• Own end-to-end monthly and quarterly forecasting for the corporate balance sheet and cash flow statements, ensuring accuracy, timeliness, and alignment with company targets
• Lead variance analysis against budget and prior forecasts, delivering clear insights and actionable recommendations to executive stakeholders
• Develop and maintain financial models across fixed assets, intangible assets, equity and share-based compensation, integrated cash flows, and transaction loss provisions
• Prepare executive-ready reporting, including monthly forecast presentations and quarterly Board of Directors materials, with concise commentary on key drivers, risks, and opportunities
• Partner cross-functionally with Accounting, Investor Relations, Tax, and business leaders to ensure consistency between actuals, forecasts, and long-term plans
• Leverage AI tools to streamline reporting, summarize complex data sets, and enhance forecasting efficiency, while reviewing outputs for accuracy and financial integrity
• Identify and implement process improvements in forecasting workflows that increase scalability, transparency, and operational effectiveness

What it takes to catch our eye

• 2 to 4 years of experience in FP&A, investment banking, consulting, or a related analytical role with exposure to public company financials
• Strong financial acumen with demonstrated experience analyzing 10-Ks, balance sheets, and cash flow statements in a public company or SaaS environment
• Advanced Excel and financial modeling skills, with a structured approach to problem solving and comfort navigating ambiguity
• Clear and concise communication skills, with experience preparing materials for senior leadership or executive audiences
• Demonstrated ability to use AI tools to support financial analysis, reporting, or planning workflows, applying structured prompting and reviewing outputs critically to ensure accuracy and relevance

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). 

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.

Upwork’s Marketing Analytics team is focused on optimizing our growth engines through rigorous experimentation and data-driven decision making. This role sits at the intersection of product and marketing, driving measurement and experimentation across the customer funnel to improve acquisition, engagement, and conversion. You will partner cross-functionally with product, marketing, SEO, and data science teams to design experiments, analyze user behavior, and build frameworks that inform growth strategy. This role also supports understanding organic discovery, including traditional search and emerging AI-driven discovery surfaces.

Your Responsibilities:

• Organic & AI Discovery Analytics: Support analysis of organic channels, including SEO and emerging AI-driven discovery (e.g., ChatGPT, Gemini). Evaluate performance signals such as engagement, traffic, and visibility.
• Strategic Communication: Present insights and recommendations to marketing leadership, influencing growth strategy and prioritization.
• Experimentation & Testing: Design, execute, and analyze A/B and incrementality tests. Define hypotheses, success metrics, and test duration, and conduct deep post-test analysis to inform decisions.
• Drive insights that improve conversion, engagement, and overall growth.
• Data Extraction & Technical Analysis: Extract and analyze large datasets using SQL, Python, or R to support experimentation, user behavior analysis, and growth initiatives.
• Experimentation Tooling: Utilize platforms such as Statsig, Optimizely, VWO, or similar tools to implement and monitor experiments across experiences.
• SEO Tooling: Leverage tools such as Google Search Console, SEMrush, Ahrefs, or similar to explore keyword performance and on-site engagement trends.

What it takes to catch our eye:

• A degree in Mathematics, Statistics, Economics, Computer Science, or a related quantitative field.
• Proven experience designing and executing experiments (A/B, multivariate, incrementality), including hypothesis development, metric definition, sample sizing, and post-test analysis.
• Experience in marketing or growth analytics, with a strong focus on customer funnels, acquisition, and conversion optimization. Experience with organic search and SEO analytics.
• Technical Proficiency: Strong SQL skills and proficiency in Python or R for analyzing large datasets and supporting experimentation and analytics workflows.
• Experimentation Tools: Experience with platforms such as Statsig, Optimizely, VWO, or similar tools used to run and monitor experiments.
• BI tools such as Looker or Tableau. (SEO-specific tools are a plus, e.g., Google Search Console, SEMrush, Ahrefs, Botify, Screaming Frog)
• Testing & Statistical Knowledge: Strong foundation in experimental design, statistical significance, and methods to measure incremental impact.
• Marketplace Context: Previous experience in a two-sided marketplace or consumer tech environment will be highly regarded.

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.

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.

Sr. Lead AI Research Scientist, AI Evaluation and Reliability

The AI Foundations team leads core research and development across the training, evaluation, and deployment of AI systems that power Uma, Upwork’s flagship AI model, and other customer-facing generative AI capabilities. As a Sr. Lead AI Research Scientist focused on AI Evaluation and Reliability, you will drive high-impact research initiatives that improve the trustworthiness, robustness, and real-world performance of AI systems operating at marketplace scale.

At the Sr. Lead level, this role combines deep technical expertise with cross-functional leadership. You will identify and lead research efforts that address systemic reliability challenges, partner closely with engineering and product teams to translate research into production outcomes, and help shape how Upwork evaluates AI performance in real work scenarios. Your work will support AI systems embedded in retrieval-based workflows, agentic architectures, and human plus AI collaboration patterns, while contributing to Upwork’s broader AI research strategy and external presence.

Responsibilities:

• Lead applied research initiatives focused on AI evaluation, reliability, and robustness, defining success metrics tied to customer impact and production readiness.

• Design and validate methods to measure and mitigate AI reliability risks, including uncertainty estimation, hallucination detection, and identification of model failure modes.

• Partner cross-functionally with engineering, data science, and product teams to integrate research outcomes into customer-facing AI systems and workflows.

• Own research projects end to end, from problem framing and hypothesis development through experimentation, prototyping, and synthesis of results.

• Influence technical direction across teams by surfacing insights, proposing scalable solutions, and aligning stakeholders on priorities and tradeoffs.

• Mentor researchers and engineers through technical guidance, feedback, and collaborative leadership on shared initiatives.

• Contribute to Upwork’s external research footprint through publications, presentations, and engagement with the broader AI research community.

What it takes to catch our eye:

• Proven experience leading applied AI research that balances scientific rigor with real-world deployment constraints and business impact.

• A strong record of research contribution through publications, internal innovation, or demonstrable influence on production AI systems.

• Deep proficiency with Python and modern deep learning frameworks such as PyTorch, with hands-on experience evaluating and improving large-scale models.

• An adaptive approach to integrating AI tools into research and development workflows to accelerate experimentation, improve evaluation quality, and share best practices with others.

• A collaborative, growth-oriented mindset with the ability to mentor peers, communicate complex ideas clearly, and thrive in a fast-evolving, bottom-up environment.
  
  

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).

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 are seeking a Principal Product Manager to lead the strategy and evolution of our Business Plus offering for small and mid-sized businesses. This is a high-impact individual contributor role where you will define how growing clients transition from transactional hiring to managing ongoing, multi-project work across teams. You will operate at the intersection of product, growth, and monetization, shaping end-to-end experiences that deliver meaningful customer value while driving durable revenue outcomes.

This role is ideal for a builder who thrives in ambiguity, operates with a GM mindset, and is motivated by owning outcomes end-to-end. You will take undefined problem spaces and turn them into shipped products, balancing long-term vision with near-term execution. As a domain leader, you will influence company direction, partner deeply across functions, and remain close to the work, ensuring strategy translates into measurable impact at scale.

Responsibilities

• Define and drive long-term product strategy for SMB and Business Plus offerings, delivering measurable improvements in adoption, retention, and revenue growth

• Own and evolve the end-to-end product roadmap, translating ambiguous opportunities into shipped, high-impact features that improve multi-project workflows

• Establish and operationalize success metrics such as adoption, expansion, and monetization, using data to continuously refine product direction and priorities

• Lead cross-functional initiatives across engineering, analytics, research, and go-to-market teams to deliver scalable product experiences aligned to customer needs

• Shape pricing and packaging strategies, developing clear value propositions that increase conversion and willingness to pay across segments

• Drive experimentation strategy, including A/B testing and pricing experiments, to generate validated learnings that inform product and growth decisions

• Influence senior stakeholders through clear product vision, structured communication, and consistent delivery of high-quality, business-critical outcomes

What it takes to catch our eye

• Demonstrated track record of owning and shipping 0 to 1 or highly ambiguous products that deliver meaningful business impact in growth, monetization, or platform environments

• Strong product judgment with the ability to balance customer needs, business goals, and technical constraints while operating with high autonomy

• Experience building in marketplace, labor marketplace, or SaaS environments, with an understanding of multi-sided dynamics and scaling challenges

• Data-driven approach to product development, with fluency in analytics, experimentation, and using insights to guide strategy and execution

• Ability to integrate AI into product and decision-making workflows, using it to accelerate insight generation, refine strategy, and improve outcomes through iteration

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). 

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.

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 on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at go-lifted.com and follow on LinkedIn.

Social is a critical growth lever for Upwork. This Senior Manager, Social Media role represents a step-change opportunity to define Upwork’s social vision, elevate how the brand participates in culture, and drive measurable discovery and engagement with new audiences. This role blends bold creative judgment with strong operational leadership, balancing social-first storytelling with performance accountability.

This is a people manager role overseeing a team of social media managers, contractors, and agency partners. You will own social strategy end to end, from annual planning through day-to-day execution, with accountability for brand impact, audience growth, and downstream business outcomes. You will stay close enough to the work to shape narratives, creative quality, and executive-ready communication, while enabling the team to operate with clarity, confidence, and sustainable pace.

Responsibilities

• Own and evolve Upwork’s social media strategy, translating brand positioning and business priorities into clear annual and quarterly plans with defined success metrics.
• Define how social drives discovery, relevance, and credibility with non-followers by setting a strong point of view on platforms, formats, and cultural moments that matter most.
• Lead, coach, and develop an established team of social media managers and hybrid contributors, raising the bar on strategic thinking, creative standards, and operating rigor.
• Establish clear goals, performance expectations, and development plans, using consistent feedback loops to support growth and accountability.
• Build a test-and-learn culture where experimentation across content, formats, messaging, and distribution is expected, documented, and shared to improve outcomes over time.
• Ensure social content is creatively strong, culturally relevant, platform-native, and performance-minded, with clear measurement tied to reach, engagement, and downstream impact.
• Partner closely with Brand, Content, Communications, SEO, Influencer Marketing, and Paid Media teams to amplify social programs and maximize cross-channel impact.
  
  

What it takes to catch our eye

• 8+ years leading organic social at scale (brand or agency), owning always-on strategy and execution for at least one primary channel, with a proven ability to drive discovery, engagement, and cultural relevance through social-first work.
• Strong creative and editorial judgment with a performance mindset, translating insights, trends, and data into platform-native storytelling through testing, experimentation, and continuous optimization.
• Deep understanding of social platforms and formats, with particular strength on LinkedIn and YouTube, and experience speaking to both B2B and B2C audiences, including small business owners, independent professionals, or creators.
• Proven senior-level ownership and execution, able to drive work end to end with sound judgment, minimal oversight, and a balance of strategic thinking and hands-on delivery.
• Exceptional written communication skills, moving fluidly between social copy, strategic narratives, and clear, executive-ready documentation.
• People leadership experience, including setting goals, coaching performance, developing managers, and building trust within established teams.
• Experience managing budgets and external partners (agencies, creators, vendors) with clear briefs, feedback, accountability, and thoughtful stewardship.
• Comfort operating in ambiguity and using modern tools, including AI-powered tools for planning, drafting, analysis, and optimization, paired with strong judgment, curiosity, and a collaborative learning mindset.

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.

One of our product principles at Upwork is to make our customers win big. As a Principal Product Manager, Growth, you will shape and drive the end-to-end growth strategy across the client lifecycle, spanning acquisition, onboarding, activation, retention, and monetization for both enterprise and non-enterprise segments. This role carries General Manager level business ownership without people management responsibility. You will operate with broad autonomy, influence cross-functional partners, and drive measurable business impact at scale.

You will identify and develop new growth levers while optimizing existing ones, balancing short-term experimentation with long-term platform health. Your work will directly influence revenue expansion, client success, and durable marketplace growth.

Responsibilities

• Define and execute a comprehensive product-led growth strategy across the client lifecycle, aligning initiatives to measurable business outcomes such as activation rate, retention, and revenue growth.

• Own critical growth metrics end-to-end, proactively identifying risks, surfacing tradeoffs, and driving cross-functional alignment to achieve sustained impact.

• Lead high-velocity experimentation by designing, prioritizing, and scaling experiments that unlock new acquisition, onboarding, and monetization levers.

• Partner closely with Engineering, Design, Data Science, Marketing, and Sales to translate insights into shipped product experiences that improve client outcomes.

• Leverage qualitative and quantitative data to uncover systemic friction points and architect solutions that improve the holistic customer experience.

• Apply AI tools to accelerate research, synthesize insights, draft product artifacts, and evaluate experimentation results, refining outputs for accuracy and business relevance.

• Influence company-wide strategy by articulating clear narratives, writing high-quality product documents, and aligning senior stakeholders around growth priorities.

What it takes to catch our eye

• Demonstrated experience owning and scaling product-led growth strategies in a SaaS or marketplace environment, with measurable impact on acquisition, activation, retention, or monetization.

• Strong business acumen with the ability to think holistically about lifecycle economics, tradeoffs, and long-term platform health.

• Proven ability to influence cross-functional teams and drive alignment on complex, ambiguous initiatives without formal authority.

• High analytical fluency with experience using experimentation frameworks, data analysis, and structured problem solving to inform decisions.

• Capable-level AI proficiency, including using AI tools to synthesize research, refine product strategy documents, support experimentation design, and critically evaluate outputs for quality and accuracy.

Come change how the world works.

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.

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 are looking for an experienced and strategic Product Manager to craft and drive product capabilities for our Tax Compliance products. Compliance is very integral to our business, and it is important that we build for compliance on both sides of our marketplace (client and talent) in a manner that is pragmatic – compliant and upholds the customer experience. We believe that great customer experience starts with robust platform capabilities. And hence this senior product manager will influence the full stack - from platform to user experience. Developing products to support multiple geographies carries with it many challenges. The ideal candidate will have to think and build modularly to enable and drive global compliance and go-to-market efficiency. Due to the interconnectedness of Tax products, this role requires a thoughtful product manager who can proactively collaborate with various product and cross functional leaders.

Your Responsibilities:

• Translate marketplace requirements into generic and tax platform capabilities that encompass core product platforms and associated customer experiences. Putting the customer first, solve for Tax compliance with business pragmatism

• Actively partner with a variety of Upwork teams, including design, engineering, marketing, legal, accounting, and finance on new products, initiatives, and global expansions of existing products

• Lead the tax aspects for the end-to-end full life cycle of product deployment, including but not limited to design review, testing, launch, tax functionality, reporting, and compliance

• Support a broad range of teams such as Community, Customer Support, Financial Risk & Compliance, Trust & Safety, and others to address product needs and user queries as it relates to tax issues

• Build a deep understanding of Upwork’s business model and various products, understanding key tax positions, issues, and obligations

What it takes to catch our eye:

• Strong product management experience. Working in a marketplace business environment, building compliance products (tax or otherwise), product platforms is preferred 

• Conversant with modern day technologies and user experience principles required to bring product solutions to market, at scale and globally

• Drive and willingness to go above and beyond with a strong work ethic

• Balances technical and commercial savvy; able to communicate what is possible and what will have the biggest impact on the business

• Strong interpersonal skills; able to effectively influence a wide range of collaborators all across the organization

• Knowledge of tax compliance would be a plus but not mandatory. This person will work closely with functional tax subject matter leads who will bridge the tax expertise

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).