Job Description 

The Mission: Architecting the Next Chapter of ShareGate

ShareGate is a household name in the Microsoft ecosystem. For 15 years, we’ve been the "gold standard" for migration. Now, we’re doing something even more ambitious: evolving from a single-product tool into a comprehensive platform (Protect, Backup, and beyond) for the IT buyer. As the Director of Account Management, you aren't just overseeing a department; you are the lead architect of our retention and expansion engine. 

The Mandate: Humans + AI

Reporting to the CRO, you will lead the strategy for a customer base that already loves us. Currently, our motion is 100% human-driven. Your mandate is to identify where we can leverage AI automation to augment our people—removing the "robotic" work from our managers so they can focus on high-value human relationships. 

• Lead the Leaders: Manage a team of two managers who oversee our Account Management and Renewal squads. Coach them to move from order-takers to growth owners. 
• Modernise the Motion: Build the first version of our AI-augmented expansion playbook. You'll identify opportunities to use AI for customer health monitoring, automated renewal touches, and predictive cross-sell signals. 
• Design the Multi-Product Playbook: Define how we cross-sell new products (Protect and Backup) into an established base of thousands of IT pros. 
• Operationalize Excellence: From enterprise account planning to automated SMB motions, you will build the scalable structures that make $100M+ ARR look easy. 
• Cross-Functional Collaboration: Partner with Product and RevOps to ensure the feedback loop is tight, reducing churn and identifying new "wallet share" opportunities.

The Challenge: Renewal + Expansion

The "Migrate" motion is well-versed and successful. The "Protect" and "Backup" motion is the new frontier. The primary challenge is shifting the team from "handling a renewal" to "expanding a partnership" while simultaneously transitioning from a purely manual workflow to one powered by AI and automation. You’ll help us figure out how to get more out of our business and our people by embracing the next wave of tech.

Qualifications

• The SaaS Veteran: 10+ years in B2B SaaS, ideally supporting the IT/Technical persona. 
• The Leader of Leaders: 3+ years experience managing managers. You know how to scale yourself through others. 
• The AI-Forward Thinker: You aren't afraid of automation. You have a vision for how AI can make a GTM team more efficient and effective, and you’ve ideally experimented with AI tools in a professional setting. 
• The Scale Specialist: You’ve operated in (or helped build) a $100M+ ARR environment. 
• Direct & Execution-Oriented: You don't just "set direction"—you stay close to the business to ensure the discipline is there to win. 

Why Workleap?

We believe in working better. That applies to our products and our people. You’ll join a GTM leadership team that is collaborative, high-performing, and focused on building a generational Canadian tech company. 

Job Description

So, what will your new role look like?

As a DevSecOps Lead, you will be an operational individual contributor responsible for embedding security directly into our products, pipelines, and development workflows — with a focus on CI/CD, C#/.NET applications, Azure, and AI-driven software delivery. This is a deeply technical role where you will write code, build tooling, and work closely with developers to ensure security is a natural part of how we build and ship software.

You will join the AI-SDLC team, which builds internal platforms and tooling that enable AI agents to operate across the development lifecycle. Your mission will be to ensure that security is integrated from the ground up across these tools, pipelines, and agentic workflows—enabling secure-by-default product development at scale.

Responsibilities

• Ensure security is embedded into CI/CD pipelines by delivering scalable, automated tooling and integrated security checks (SAST, DAST, SCA, secret scanning);
• Enable secure-by-default development by designing and implementing automated, policy-driven security review workflows;
• Establish robust security guardrails within AI-assisted development and agent workflows to reduce risk while maintaining developer velocity;
• Reduce risk exposure by proactively identifying, assessing, and driving remediation of application security vulnerabilities;
• Strengthen application security posture by leading threat modeling and security assessments for new features and architectural changes;
• Improve detection and response capabilities through the development of automation, tooling, and streamlined vulnerability management processes;
• Elevate cloud and application security by partnering with Infrastructure SecOps to harden Azure environments and deployment practices;
• Enhance external security feedback loops by contributing to and scaling the bug bounty program and vulnerability intake processes.

A typical week?   

• Writing code for security tooling, CI/CD configurations, and automated review workflows;
• Designing and refining policy-based security checks in pipelines;
• Building and improving guardrails for AI-assisted development and agent workflows;
• Participating in architecture and design discussions with engineering teams;
• Collaborating with Infrastructure SecOps on shared security initiatives;
• Triaging and prioritizing security alerts and vulnerabilities;
• Sharing knowledge through pairing, code reviews, and informal coaching.

What does your future team look like?   

You will join the AI-SDLC team, responsible for building the internal platform that enables AI agents to operate across the Workleap and ShareGate development lifecycle. This includes developing agent pipelines, safety mechanisms, and developer-facing tooling.

You will work closely with Infrastructure SecOps and partner with multiple product teams across the organization. This is a highly collaborative environment where your impact comes from building scalable solutions and making secure development the default for everyone.

What are the next challenges awaiting your team?   

• Scaling automated security practices across a growing portfolio of SaaS products;
• Deepening security integration within GitHub Actions and CI/CD pipelines;
• Ensuring security guardrails evolve alongside AI-assisted and agentic development workflows;
• Strengthening secure-by-default practices and developer security awareness across teams.

Qualifications

• 8+ years of experience in application security, DevSecOps, or security-focused software development;
• Strong software engineering background combined with deep security expertise;
• Deep understanding of web application security principles, OWASP Top 10, and CWE Top 25;
• Hands-on experience performing secure code reviews in C#;
• Experience building and maintaining security automation in CI/CD pipelines (GitHub Actions preferred);
• Solid understanding of Azure cloud services, infrastructure security, and deployment patterns;
• Experience integrating SAST, DAST, SCA, and secret scanning tools into development workflows;
• Proficiency in scripting (Python, Bash) for automation and tooling;
• Extensive hands-on experience with AI-assisted and agentic development workflows, with deep expertise in their security implications; recognized for major contributions in this space and driven by strong curiosity to push the boundaries of AI in the SDLC;
• Familiarity with authentication protocols such as OIDC, SAML, and OAuth;
• Ability to clearly communicate security risks and trade-offs to both technical and non-technical stakeholders.

Salary range: $150–180k CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Please note: this position is posted under the title DevSecOps Lead but carries the official title of Application Security Manager within the organization.

Job Description

So, what will your new role look like?

As Head of Technology, your mission is to evolve Workleap’s engineering organization toward a more autonomous, efficient, and AI-enabled model. You will lead the Shared Tech group and help accelerate the organization’s execution by aligning and evolving key teams. The role spans three core functions, Product Ops, Data, and Security & Infrastructure, with a clear mandate: stabilize, clarify priorities, and increase velocity without compromising quality. You will shape the systems, platforms, and practices that enable product teams to deliver faster, with greater autonomy and impact, by leveraging AI and automation.

Responsibilities:

• Increase engineering velocity and impact by enabling teams to ship end-to-end value with minimal dependencies;
• Improve delivery performance through stronger deployment frequency, shorter lead times, and sustained production reliability;
• Reduce organizational friction by increasing team autonomy, simplifying workflows, and clarifying ownership;
• Accelerate delivery cycles and reduce manual effort through AI and automation embedded across development workflows;
• Increase the leverage of product teams through scalable platform capabilities across Product Operations, Data, and Security & Infrastructure;
• Strengthen accountability by aligning teams around production outcomes, customer impact, and end-to-end ownership;
• Elevate organizational performance by building strong technical leadership and high-performing teams.

What does your future team look like?   

You'll lead the Shared Tech group (~20 people): where we build the standards, the platforms, and the enabling infrastructure that serve both product lines (ShareGate and Workleap HR). You'll partner with the heads of each product line who own the product outcomes, and your mission is to make delivery dramatically faster.

The three pillars of your scope:

• Product Operations: Builder tooling, AI SDLC, observability, analytics, billing and subscription. Turn product activity into decisions and improve developer velocity.
• Data: Single trusted, AI-ready analytics backbone. Shared data models, governance, data science as a shared capability, AI quality foundations.
• Security & Infrastructure: Enterprise-grade trust without killing speed. Security architecture, compliance, incident response, infrastructure operations.

Your role will be to evolve this group from a support function into a true engine of engineering velocity and impact.

What are the next challenges awaiting your team?

Your mandate is clear: transform engineering into a builder organization that can deliver faster without compromising quality or trust. In the next phase, the team will need to:

• Enable more autonomous, end-to-end product delivery with fewer dependencies and handoffs;
• Embed AI and automation throughout the development lifecycle to reduce manual work and accelerate execution;
• Strengthen the engineering systems and platform foundations that increase impact per builder over time;
• Replace manual processes with scalable, automated platform capabilities;
• Reinforce ownership and accountability across teams.

The challenge is both technical and organizational: building systems that scale while changing how teams collaborate, operate, and deliver value. Success means creating an engineering organization that operates as a high-leverage system, where small teams can deliver outsized customer impact at market speed.

Qualifications 

• +8 years of experience in engineering leadership within a scaling or large-scale SaaS environment;
• Hands-on experience in transformation contexts, with a focus on improving team velocity, efficiency, and overall impact;
• Strong technical credibility with a hands-on mindset: ability to go deep, understand systems, and contribute to technical decisions;
• Experience managing and developing leaders within engineering organizations of approximately 20–30 people;
• Strong ability to influence in matrix environments and quickly build credibility with senior stakeholders;
• Proven ability to improve execution while maintaining high standards of quality, reliability, and judgment;
• Sound judgment to navigate trade-offs between speed, quality, security, and innovation;
• Strong interest in modern engineering practices, particularly in AI-influenced development environments;
• Experience with the Microsoft / .NET ecosystem, or strong ability to ramp up quickly;
• Good understanding of French (written and spoken) required;
• Based in Montreal or able to travel regularly.

Job Description 

So, what will your new role look like?

As Director, Security & Infrastructure, your role is to create the conditions for product and engineering teams to move faster with confidence. You will lead the infrastructure, security operations, and governance, risk, and compliance functions across Workleap and ShareGate, ensuring our environment remains reliable, scalable, and secure as the organization evolves. You will play a key role in supporting Workleap’s shift toward a Full-Stack Builder model, where small teams own the full journey from insight to production. This means building a platform and security foundation that reduces friction, strengthens trust, and helps teams ship quickly without compromising reliability, security, or compliance.

Responsibilities:

• Improve platform reliability and scalability so product teams can ship with confidence across Workleap and ShareGate;
• Reduce security and compliance risk through guardrails embedded directly into delivery workflows;
• Increase engineering autonomy by reducing dependency on centralized infrastructure support;
• Increase system resilience and minimize service disruption through stronger observability, incident response, and proactive capacity planning;
• Elevate team impact and organizational leverage by building a high-performing infrastructure and security function;
• Improve executive decision-making with clear, business-relevant visibility into security, compliance, and risk posture.

What does your future team look like?   

You will lead a platform-focused team spanning infrastructure, security operations, and GRC, supporting both Workleap and ShareGate. This team is evolving from a traditional support function into a platform enablement team, one that helps product teams move faster by providing reliable, secure, and easy-to-use foundations. Your role is to position this team as a force multiplier for engineering: reducing friction, increasing autonomy, and making security and infrastructure feel invisible to builder teams.

What are the next challenges awaiting your team?   

Your mandate is clear: transform infrastructure and security into silent foundations, robust in the shadows, transparent in everyday use, so that product delivery is smooth and the entire company stands on solid ground.

In the next phase, the team must:

• Enable true self-service so teams can build, deploy, and scale independently;
• Embed security directly into delivery workflows, eliminating manual gates;
• Strengthen platform reliability to support faster and more frequent releases;
• Shift governance from static control to continuous, automated assurance.

Beyond the systems, the real challenge is cultural: turning infrastructure and security into enablers of speed, not constraints. Success means product teams can ship faster with confidence and never have to slow down for infrastructure or security.

Qualifications

• 8+ years of experience across infrastructure and security leadership in technology organizations;
• Experience leading technical teams through transformation in fast-paced, evolving organizations;
• Strong expertise in cloud-native environments such as Azure or GCP;
• Hands-on experience with Kubernetes, infrastructure as code, and platform automation;
• Deep understanding of security frameworks, such as SOC 2, NIST CSF, ISO 27001, and CIS Controls;
• Proven ability to build secure, scalable, high-availability environments for SaaS products;
• Strong ability to communicate risk, priorities, and tradeoffs to executive and board-level stakeholders;
• CISSP, CISM, or equivalent credentials are considered an asset;
• Based in Montreal, or able to travel there a few times per quarter.

Job Description

So, what will your new role look like?

We're looking for a Senior Paid Acquisition Manager to help scale ShareGate's demand engine through high-performing paid programs and continuous experimentation. This includes growing ShareGate Migrate's mature paid program and building ShareGate Protect's paid demand gen program from the ground up.

This is an opportunity for a performance-driven marketer to take ownership of paid acquisition (Google Ads, Bing, LinkedIn, Meta, Reddit) and lead structured testing across the funnel. You'll manage a significant ad budget (~1M per month) alongside a paid media agency you'll lead day-to-day, and work closely with our Senior Manager of Demand Generation to grow ShareGate's reach, optimize campaign efficiency, and uncover new growth opportunities through experimentation.

If you love digging into data, testing creative ideas, and finding scalable ways to drive impact, this role is for you.

Responsibilities:

• Plan, launch, and optimize paid search and paid social campaigns that drive high-quality trials and demos;
• Manage and scale campaigns across Google Ads, Bing, LinkedIn, Meta, and Reddit, with a $500K+/month budget and a paid media agency partnership you'll own end-to-end;
• Build ShareGate Protect's paid demand gen program from scratch, while growing ShareGate Migrate handraiser volume.
• Monitor spend, pacing, and performance to ensure efficient CAC payback;
• Set up and validate conversion tracking end-to-end using Google Tag Manager to ensure we're optimizing for the right signals;
• Identify and prioritize experimentation opportunities across channels, formats, and audiences;
• Design and measure experiments to improve acquisition, conversion, and efficiency, including landing page tests using Webflow;
• Partner with content, design, and web teams to develop creative, high-performing assets;
• Analyze funnel performance and share insights to inform strategy and investments, using HubSpot and HockeyStack;
• Build AI-powered workflows using tools like Claude, Markifact, and N8N to automate repetitive optimizations: search term negation, ad copy iteration, creative performance analysis, and budget reallocation;
• Stay ahead of trends in paid media, analytics, and AI-driven optimization.

A typical week?   

You'll launch and monitor paid campaigns, analyze search and social performance, and identify optimization opportunities. You'll brief and manage the agency on optimizations, holding them to performance standards. You'll design and prioritize experiments, run creative tests, and share learnings with the broader marketing team. You'll collaborate with content and design on new creative assets, support quarterly planning with data-backed recommendations, and explore emerging platforms that could fuel the next wave of growth.

What does your future team look like?   

You'll be part of ShareGate's Demand Generation team within Workleap, a fast-moving group driving pipeline through paid media, web optimization, and data-driven experimentation.
You'll work closely with:

• The Senior Manager, Demand Generation, your direct manager and strategic partner in scaling performance;
• A GTM engineer supporting automation and tracking infrastructure;
• The Content, Lifecycle, Partner Marketing, Design, Sales Enablement, and Product Marketing teams to launch high-impact campaigns.

Over the next 2–3 years, there's a path to expanding your scope into organic growth, outbound, and partner channels, and to building and leading your own team within Demand Gen.

What are the next challenges awaiting your team?  

• Building ShareGate Protect's paid program from the ground up, a rare opportunity to define the strategy, prove the channels, and scale something new;
• Scaling paid search globally while improving efficiency;
• Building a repeatable experimentation framework across paid channels;
• Testing new paid social platforms and creative approaches;
• Pushing the frontier of AI in paid media, automating meaningful workflows rather than just experimenting at the surface level;
• Increasing conversion performance and pipeline contribution from paid media.

Qualifications

• 6–8 years in performance or growth marketing with hands-on management of paid channels, including direct ownership of $500K+/month in ad spend. B2B and SaaS experience is a plus, especially at companies with $20M+ ARR;
• Proven hands-on management of paid search and paid social at $500K+/month in ad spend. You've been in the weeds, not just overseeing;
• Proven track record with Google Ads, LinkedIn, or similar platforms;
• Strong analytical mindset and data-driven decision-making;
• Experience designing and running A/B or multivariate experiments;
• Demonstrated ability to set up and verify conversion tracking end-to-end using Google Tag Manager;
• Familiarity with tools like GA4, HubSpot, and HockeyStack, including experience running landing page tests using Webflow;
• Real AI workflows built using tools like Claude, Markifact, or N8N. You can articulate exactly what you built, how, and what it unlocked. Familiarity alone doesn't qualify;
• Excellent collaboration skills in cross-functional environments;
• Curious, results-oriented, and eager to explore new growth levers.

Salary range: $105K–130K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

As a web developer on the ShareGate marketing team, you're the technical engine that turns ambitious ideas into reality. You own the technical layer: you build what Webflow can't do on its own, you make sure integrations hold up, and you keep our analytics tracking reliable so we can make the best decisions.

You're the one we call when things get technically complex, when a campaign needs a microsite that truly stands out, or when the team needs to move faster without sacrificing quality.

Responsibilities:

• Implement pages, components, and landing pages in Webflow, including custom code when the platform hits its limits.
• Build, maintain, and improve integrations with our third-party tools (Intercom, Spara, MCP, and others).
• Own analytics implementation end to end: event tracking setup, data integrity validation, and making sure the team's decisions are backed by reliable data (GTM, GA4, etc.).
• Develop technically ambitious web experiences for 360 campaigns: microsites, interactive features, rich animations.
• Review, fix, and improve the team's vibe-coded implementations.
• Join initiative kickoffs to identify technical blockers early and propose solutions.
• Document site structure, integrations, and technical decisions over time.

What does your future team look like?   

The ShareGate marketing team is made up of several specialized teams: customer marketing, growth, content, events, GTM engineering, brand, and web. This role is part of the Identity & Web team, a tight-knit, multidisciplinary group of 6 senior people responsible for ShareGate's brand and website: a brand marketing manager, a marketing designer, a web designer, a copywriter, and now you. We move fast, we care about quality, and we work closely together to make ShareGate's website and our campaigns two of our strongest growth levers.

What are the next challenges awaiting your team?   

1. The first is being the technical arm behind a significant evolution of the site. As ShareGate evolves its positioning, the site needs to keep up through new pages, new experiences, and a culture of continuous experimentation. This is high-visibility, high-impact work.
2. The second is improving conversion performance through smarter on-site experiences, optimizing how visitors engage, reducing friction in key flows, and making sure every touchpoint is properly instrumented so we can learn and iterate.
3. The third is being the technical backbone of our marketing campaigns: microsites, interactive experiences, and web executions designed to stand out and convert.

Qualifications

• Minimum of 5 years of relevant web development experience or equivalent;
• Strong experience with Webflow;
• Solid front-end fundamentals: HTML, CSS, JavaScript;
• Hands-on experience with analytics implementation (GTM, GA4, or similar);
• Comfortable with APIs and third-party integrations;
• Able to write and maintain custom code from scratch when needed;
• Autonomous, fast, and highly collaborative;
• A solution-oriented mindset: you ask the right questions and move forward.

Nice to have

• Experience with animation libraries (GSAP, etc.);
• Familiarity with AI tools and automation workflows;
• React or a similar JavaScript framework.

Salary range: $95K–118K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

In this role, you will be at the heart of the employee experience by providing reliable, human, and efficient IT support to all Workleap team members. You will handle a wide variety of technical requests, ranging from access and SaaS tools management to device administration, while ensuring fast, high-quality service.

On a daily basis, you will analyze and resolve technical issues while documenting and structuring information to improve team practices. You will actively contribute to the evolution of processes and tools by proposing initiatives aimed at enhancing efficiency and user experience.

You will collaborate with the team on incidents and ad hoc projects, while managing your priorities with discipline in a fast-evolving environment.

Responsibilities:

• Provide high-quality technical support and resolve IT requests within reasonable timeframes
• Manage access and licenses (creation, modification, and removal of user accounts and SaaS access)
• Identify and implement improvements to IT processes and user experience leveraging automation and AI tools
• Administer the device fleet using MDM tools such as Intune and Jamf
• Gather, clarify, and document relevant information for the team
• Conduct research, investigate issues, and propose initiatives to improve user experience and efficiency
• Collaborate with the IT team on incident resolution and ad hoc projects
• Define priorities and ensure effective time management

What does your future team look like?   

• You will join a collaborative, people-focused, and service-oriented IT team whose mission is to support Workleap employees daily by providing a seamless and efficient technology experience.
• The IT Support team works closely with other teams to quickly resolve issues, improve tools, and optimize processes. It values knowledge sharing, teamwork, and continuous improvement.
• In a constantly changing environment, the team plays a key role in evolving practices and systems, with a strong focus on user experience and operational efficiency.

What are the next challenges awaiting your team?   

• The IT Support team must continuously adapt its tools, processes, and ways of working to effectively support a growing number of users.
• One of the main challenges will be optimizing and automating the management of access, equipment, and requests in order to improve the speed and quality of service.
• The team aims to improve documentation, structure knowledge, and increase user autonomy, without compromising a smooth and human experience.
• Finally, it plays a key role in evolving the technological environment, particularly by leveraging MDM tools and SaaS solutions to enhance security, efficiency, and ease of use in day-to-day operations.

Qualifications

• 8+ years of experience in IT support or a related field;
• Demonstrated experience using AI tools or automation to improve efficiency or service quality in an IT context;
• Excellent interpersonal skills and strong customer service orientation;
• Excellent communication skills in both French and English (spoken and written);
• Expertise in troubleshooting Windows 11 and macOS;
• Experience managing SaaS access;
• Knowledge of Azure AD, Microsoft 365, and Azure PIM;
• Autonomy, resourcefulness, and initiative;
• Strong interest in artificial intelligence and its practical applications.

Salary range: $68K–85K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

You are a hands-on engineering leader who builds great teams and ships great software. As Software Development Manager, you will build a new team from the ground up focused on modernizing ShareGate's architecture, setting the technical direction, staying close to the code, and earning the trust of your engineers.

This is not a purely people-management role. We expect you to lead from the front. 

Responsibilities:

• Build and shape a new team from the ground up, hiring, onboarding, and developing engineers who will own modernization work.
• Define and drive the technical direction for re-architecting and modernizing ShareGate's platform.
• Oversee the full software development lifecycle, from planning and execution to hands-on contributions in code, design, and quality.
• Drive engineering excellence across testing, security, observability, reliability, and performance, while optimizing delivery flow through CI/CD, automation, and tooling standards.
• Set clear expectations, manage technical debt pragmatically, and communicate trade-offs transparently with stakeholders.
• Coach and develop team members through technical challenges, 1:1s, performance reviews, and a culture of continuous learning and knowledge sharing.
• Partner closely with Product and Design to frame, scope, and deliver high-value, pragmatic solutions while anticipating risks.
• Play an active role in departmental strategic planning and contribute to key cross-team initiatives.

What does your future team look like? 

You will be building this team from scratch, which means you will have a direct hand in shaping its culture, technical standards, and ways of working from day one. The team's mandate is modernization, tackling the architectural work that sets ShareGate up for the next chapter of its growth. You will also be part of a broader engineering leadership group, collaborating on shared challenges and departmental goals.

Qualifications  

• 3+ years as a Software Development Manager, with a strong background as a software developer.
• Bachelor's degree in computer science or a related field, or equivalent experience.
• A background in leadership or management training is a plus.
• Proven experience leading modernization efforts, including legacy migration, re-architecture, or meaningful technical debt reduction at scale.
• Deep engineering fundamentals: able to set standards, review work credibly, and raise the bar across a team.
• Experience building teams, not just managing them, hiring, onboarding, and developing engineers from the ground up.
• A track record of developing engineers, influencing peers and directors, and collaborating effectively with Product and Design.
• Comfortable with Agile, whether Scrum, Kanban, or Lean, and pragmatic about how you apply it.

Salary range: $145K–$185K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

We’re hiring a Staff Developer to lead the technical delivery of ShareGate’s most ambitious new feature, Backup, one of our customers' top requests. This marks a first for ShareGate in the migration space.

In this hands-on technical leadership role, you’ll own the architecture, define the long-term technical vision, and help build the team that will bring this highly requested capability to life.

Responsibilities:

• Lead the technical design, architecture, and delivery of the Backup feature, ensuring scalability, security, and long-term maintainability.
• Design and develop a new backup system that is reliable, automated, and easy to use, capable of meeting operational needs and recovery requirements.
• Define and champion a spec-driven development workflow, where features are designed upfront through detailed technical specifications before any code is written, enabling agentic AI-assisted development, faster reviews, and higher quality delivery.
• Collaborate with Product, Design, and directly with customers to validate our solutions, and align our technical direction to our product goals.
• Mentor developers, grow the team, and influence technical decisions across ShareGate’s engineering organization.
• Act as a visible technical leader, advocating for scalable design decisions, driving technical discussions, and influencing ShareGate’s broader engineering practices.

A typical week?   

You will spend your week advancing high-impact technical work: writing detailed specifications that serve as a contract between intent and implementation, leveraging agentic AI development tools to accelerate delivery, reviewing code and designs, facilitating design discussions, writing code, and solving complex Backup challenges, all in close collaboration with Product and Design. With a light meeting load and mostly async collaboration, you will have the space to prioritize deep work and problem solving.

In parallel, you’ll be shaping the long-term team in partnership with your Software Development Manager by participating in hiring, onboarding, and mentoring as the team grows.

What does your future team look like?   

You’ll be the first developer on this new team, taking full technical leadership from the start.

In the early stages, you’ll be supported by a Principal Developer as well as a small development team to define the technical foundation, architectural direction, and key delivery frameworks. With a dedicated Product Manager, Product Designer, and Manager already in place, you’ll have a unique opportunity to help select and shape the engineering team around you.

What are the next challenges awaiting your team?   

Your team’s first challenge is to deliver a secure, production-ready MVP to select customers. You’ll then iterate rapidly toward general availability while scaling the team to support the long-term growth of a feature area that'll play a progressively larger role in ShareGate's broader strategy.

All of this on which technical stack?  

You’ll be working within a mature .NET (C#) codebase supported by established tooling, CI/CD pipelines, and strong engineering standards.

Qualifications

• 10+ years of software development experience, with a significant portion in technical leadership roles.
• Advanced proficiency in C# and the .NET ecosystem, with familiarity with CI/CD pipelines, React, and ideally hybrid or desktop application environments.
• Hands-on experience with agentic development tools (Claude Code, Cursor, Copilot Agents, or equivalent) and comfort actively integrating them into your daily workflow.
• Proven technical leadership in large-scale enterprise system development, from design to delivery, with a sharp sense of user experience and empathy for customer needs.
• Strong knowledge of the Microsoft 365 ecosystem (SharePoint, OneDrive, Exchange, Teams) and experience with SaaS security and compliance practices.
• Experience in data backup and restoration, including recovery planning and the implementation of recovery strategies, is an asset.
• Good understanding of Disaster Recovery use cases and real-world scenarios where backup tools are critical.
• Excellent communication and influence skills, able to align technical and non-technical stakeholders, collaborate with Product and Design teams, and develop and mentor fellow developers.

Salary range: $140K–$180K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

As a Senior Product Designer on ShareGate Migrate, you’ll work in a close product trio (PM, Tech Lead, Designer) to shape the experience of a product used in high-impact, operationally sensitive projects. You will design solutions that help IT administrators navigate complex migration scenarios with clarity and confidence. The work spans strategy and execution: defining problem spaces, shaping flows and interactions, refining UI details, and iterating quickly based on learning. You’ll thoughtfully explore where AI can enhance the experience and whether it’s simplifying planning, surfacing insights, or guiding teams through technical decisions. This is an opportunity to work on meaningful challenges that have a real impact on how organizations evolve their digital workplaces. You’ll thrive here if you enjoy complexity, collaborate naturally with engineers and PMs, and care about delivering dependable, thoughtful user experiences that scale.

Responsibilities: 

• Lead end-to-end design within your product team, from framing problems to refining final interactions;
• Turn ambiguous or technical workflows into intuitive, purposeful experiences for IT professionals;
• Design flows, interfaces, and interactions that simplify Microsoft 365 and cloud-migration scenarios;
• Collaborate closely with PMs, engineers, and subject-matter experts to clarify scope and align on strategy;
• Prototype, test, and iterate quickly to validate assumptions and strengthen solutions;
• Use data, customer feedback, and product insights to guide decisions and improve outcomes;
• Explore AI-driven opportunities that make migration and governance workflows more efficient, predictive, and reliable;
• Contribute to improving the design workflow with new tools, innovation, and new methodologies;
• Contribute to the evolution of our design system and help ensure consistency across ShareGate.

A typical week?   

You’ll move fluidly between strategic exploration, hands-on design, and close collaboration. Expect to:

• Shape product direction during trio planning and discovery activities;
• Translate customer needs and business opportunities into clear flows, wireframes, and prototypes;
• Partner with engineering to refine scope, understand constraints, and uphold design quality throughout development;
• Present in-progress work to teams and stakeholders for feedback during critiques and async reviews;
• Review migration data, support trends, and user behavior patterns to inform decisions;
• Refine interaction details and ensure thoughtful, cohesive hand-offs;
• Document rationale and communicate decisions effectively across teams;
• Utilize AI tools that increase your effectiveness in understanding our customers;
• Prototype with AI prototyping tools regularly to communicate, test, and validate solutions.

You’ll have autonomy, ownership, and a team that values thoughtful execution and continuous learning.

What does your future team look like?   

You’ll join a multidisciplinary team where designers are involved early, shape direction, and partner closely with engineering and product management. We care about clarity, rigor, and delivering experiences that genuinely help technical users succeed.
Design here is collaborative, feedback-rich, and committed to raising the bar both in process and craft.

What are the next challenges awaiting your team?   

ShareGate is evolving rapidly, and the design problems ahead require both creativity and structured thinking. You’ll help tackle:

• Enterprise-scale migration scenarios that push for clarity, predictability, and efficient execution;
• Modernization of core experiences across ShareGate Migrate and our broader ecosystem;
• A growing design system that supports new patterns, accessibility, and multi-product cohesion;
• AI-native planning and guidance to help IT teams anticipate risks and make informed decisions.

This is a role where you can influence not only how the product works today, but also how it evolves over the next several years.

Qualifications

• 6+ years designing B2B SaaS products within cross-functional teams;
• Strong user instincts and confidence navigating ambiguous, technically complex problem spaces;
• Proven ability to work across strategy, UX flows, UI design, and polished interaction details;
• Ability to balance speed, technical constraints, and high-quality execution;
• Experience designing for technical audiences (IT, admin tools, platforms) is a plus;
• Experience designing or contributing to AI-powered experiences;
• Clear communicator with strong storytelling skills, comfortable influencing product and engineering partners;
• High attention to detail and a deep commitment to craft.

Salary range: $120–$145k CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

As a Senior Product Designer on ShareGate Migrate, you’ll work in a close product trio (PM, Tech Lead, Designer) to shape the experience of a product used in high-impact, operationally sensitive projects. You will design solutions that help IT administrators navigate complex migration scenarios with clarity and confidence. The work spans strategy and execution: defining problem spaces, shaping flows and interactions, refining UI details, and iterating quickly based on learning. You’ll thoughtfully explore where AI can enhance the experience and whether it’s simplifying planning, surfacing insights, or guiding teams through technical decisions. This is an opportunity to work on meaningful challenges that have a real impact on how organizations evolve their digital workplaces. You’ll thrive here if you enjoy complexity, collaborate naturally with engineers and PMs, and care about delivering dependable, thoughtful user experiences that scale.

Responsibilities: 

• Lead end-to-end design within your product team, from framing problems to refining final interactions;
• Turn ambiguous or technical workflows into intuitive, purposeful experiences for IT professionals;
• Design flows, interfaces, and interactions that simplify Microsoft 365 and cloud-migration scenarios;
• Collaborate closely with PMs, engineers, and subject-matter experts to clarify scope and align on strategy;
• Prototype, test, and iterate quickly to validate assumptions and strengthen solutions;
• Use data, customer feedback, and product insights to guide decisions and improve outcomes;
• Explore AI-driven opportunities that make migration and governance workflows more efficient, predictive, and reliable;
• Contribute to improving the design workflow with new tools, innovation, and new methodologies;
• Contribute to the evolution of our design system and help ensure consistency across ShareGate.

A typical week?   

You’ll move fluidly between strategic exploration, hands-on design, and close collaboration. Expect to:

• Shape product direction during trio planning and discovery activities;
• Translate customer needs and business opportunities into clear flows, wireframes, and prototypes;
• Partner with engineering to refine scope, understand constraints, and uphold design quality throughout development;
• Present in-progress work to teams and stakeholders for feedback during critiques and async reviews;
• Review migration data, support trends, and user behavior patterns to inform decisions;
• Refine interaction details and ensure thoughtful, cohesive hand-offs;
• Document rationale and communicate decisions effectively across teams;
• Utilize AI tools that increase your effectiveness in understanding our customers;
• Prototype with AI prototyping tools regularly to communicate, test, and validate solutions.

You’ll have autonomy, ownership, and a team that values thoughtful execution and continuous learning.

What does your future team look like?   

You’ll join a multidisciplinary team where designers are involved early, shape direction, and partner closely with engineering and product management. We care about clarity, rigor, and delivering experiences that genuinely help technical users succeed.
Design here is collaborative, feedback-rich, and committed to raising the bar both in process and craft.

What are the next challenges awaiting your team?   

ShareGate is evolving rapidly, and the design problems ahead require both creativity and structured thinking. You’ll help tackle:

• Enterprise-scale migration scenarios that push for clarity, predictability, and efficient execution;
• Modernization of core experiences across ShareGate Migrate and our broader ecosystem;
• A growing design system that supports new patterns, accessibility, and multi-product cohesion;
• AI-native planning and guidance to help IT teams anticipate risks and make informed decisions.

This is a role where you can influence not only how the product works today, but also how it evolves over the next several years.

Qualifications

• 6+ years designing B2B SaaS products within cross-functional teams;
• Strong user instincts and confidence navigating ambiguous, technically complex problem spaces;
• Proven ability to work across strategy, UX flows, UI design, and polished interaction details;
• Ability to balance speed, technical constraints, and high-quality execution;
• Experience designing for technical audiences (IT, admin tools, platforms) is a plus;
• Experience designing or contributing to AI-powered experiences;
• Clear communicator with strong storytelling skills, comfortable influencing product and engineering partners;
• High attention to detail and a deep commitment to craft.

Salary range: $120–$145k CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

You’ll be joining a team of experienced developers who design and evolve widely used products. In this role, you’ll actively contribute to the development of complete features, from Front-End to Back-End, while taking part in both technical and product decisions. Beyond code, you’ll also be involved in discussions around customer value, performance, quality, and maintainability of the solutions.

Responsabilities:

• Design, develop, and maintain fullstack features using C# .NET and React;
• Work closely with the Product Manager and Product Designer to turn needs into real solutions;
• Work with SQL databases (primarily PostgreSQL), including data modeling and query optimization;
• Contribute to architectural decisions and development best practices;
• Ensure code quality through reviews, testing, and continuous improvement;
• Actively participate in both product and technical discussions within the team.

What does your future team look like?   

A multidisciplinary squad made up of 2 to 3 full-stack developers, a Product Manager, a Product Designer, and an Engineering Manager. The team is composed of experienced, product-oriented developers who care as much about the value delivered as the technical decisions behind it. We are currently looking to fill three Software Developer II positions to strengthen the team, increase our delivery capacity, and support the product’s evolution.

What are the next challenges awaiting your team?

 The main upcoming challenges will be tied to managing and leveraging large volumes of data. We will need to design efficient solutions that allow users to query, filter, and display this data smoothly and meaningfully. This will require both smart technical decisions around performance and user experience, as well as thoughtful data and interface architecture.

Qualifications

• 3+ years of experience in software development;
• Fullstack development experience;
• Proficiency in C# .NET;
• Experience with React;
• Solid understanding of SQL databases;
• Experience with PostgreSQL;
• Strong interest in product development.

Salary range: $95K–$125K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

As part of our innovation efforts, we’re currently testing an AI phone screen agent for this role. You may be invited to answer a few initial questions via this agent. If your profile aligns with the role, a recruiter will follow up with you to schedule a call and discuss next steps. If we decide not to proceed after this stage, you’ll receive an email from a recruiter with our decision and we’ll also share feedback with you.

Job Description

So, what will your new role look like?

ShareGate is entering its next chapter—evolving from a single-product success story into a multi-product platform built for the modern IT team.

Our next stage of growth will not come from volume alone. It will come from precision in how we operate our go-to-market engine.

As Senior Revenue Operations Analyst– New Business, you will help design, optimize, and scale the acquisition engine behind our growth. Your focus will be to ensure pipeline quality, conversion efficiency, and forecast predictability evolve alongside our ambitions.

Reporting to the Director of Revenue Operations, you will work closely with Sales and Marketing leaders to transform our new business motion into a measurable and scalable system powered by data, automation, and increasingly AI.

Your mission is to remove operational friction, strengthen pipeline visibility, and turn our CRM into a proactive growth engine rather than a reporting tool.

Responsibilities:

• Build and maintain full-funnel visibility from Lead → MQL → SQL → Closed Won while identifying conversion bottlenecks and improving pipeline velocity;
• Implement lead scoring, prioritization, and lifecycle automation in HubSpot using data and AI-driven models;
• Develop predictive indicators for deal risk, win probability, and pipeline health to strengthen forecast accuracy;
• Reduce manual reporting by building automated dashboards and decision-ready insights;
• Support scalable growth through territory planning, CRM governance, and data integrity;
• Partner with Sales, Marketing, Channel, and CX teams to improve pipeline quality and operational handoffs.

A typical week?   

• Update monthly and quarterly forecast models;
• Analyze stage-to-stage conversion metrics and identify performance leaks;
• Redesign lifecycle automation to improve response time;
• Configure and test AI-driven scoring models;
• Present funnel insights during weekly forecast calls;
• Audit CRM data quality and enforce process discipline;
• Collaborate with Sales leaders on pipeline health strategy.

What does your future team look like?   

You will join a Revenue Operations team structured around revenue motions, allowing each role to specialize while operating as a unified growth engine:

• Marketing RevOps → Demand generation and acquisition performance
• Channel RevOps → Partner pipeline performance
• CX RevOps → Retention and expansion performance
• Revenue Systems Ops → Infrastructure and integrations
• CRM Coordination → CRM governance and operational support

Your focus will be new business performance and predictability, supporting a multi-product go-to-market strategy.

What are the next challenges awaiting your team?   

Our next phase of growth requires building a more intelligent acquisition engine capable of scaling efficiently.

Key challenges ahead include:

• Improving pipeline quality in a competitive IT market;
• Reducing sales cycle length without sacrificing deal value;
• Moving from reactive reporting to proactive performance insights;
• Embedding AI into lead scoring, forecasting, and prioritization;
• Increasing conversion efficiency across segments;
• Scaling a multi-product acquisition motion.

Our ambition is clear: operate Revenue Operations like a GTM engineering team—not a reporting function.

Qualifications

• 3-5 years in Revenue Operations, Sales Operations, or Marketing Operations in B2B SaaS;
• Strong hands-on experience with HubSpot (workflows, automation, properties, reporting);
• Experience analyzing funnel metrics and building forecasting models;
• Solid understanding of SaaS metrics such as ARR, ACV, conversion rates, and pipeline coverage;
• Comfortable working with data models, segmentation logic, and performance analysis;
• Interest in automation and AI applications in revenue operations;
• Strong collaboration skills with Sales and Marketing stakeholders;
• Detail-oriented mindset with strong process discipline.

Salary range: $100–120k CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Job Description

So, what will your new role look like?

As a Revenue Systems Analyst, you’ll be the execution engine behind our revenue tech ecosystem across ShareGate and Workleap. Reporting to the Manager of Revenue Systems, you’ll turn ideas into operational reality—building integrations, implementing workflows, strengthening data integrity, and ensuring our systems run fast and clean.

This role is built for someone early in their career who thrives in high-expectation environments and wants to grow quickly. You’ll operate as a trusted builder—bouncing ideas, pressure-testing solutions, and then executing with speed and precision.

You collaborate with our team to collectively support HubSpot governance, and you will play a critical role in making our broader revenue systems scalable, reliable, and AI-ready.

Responsibilities

• Build and maintain integrations across the revenue tech stack;
• Translate business processes into scalable system configurations and automations;
• Strengthen data integrity through validation logic and system controls;
• Execute high-priority system changes quickly and reliably;
• Support Sales and RevOps teams with operational improvements and reporting enhancements;
• Contribute to AI-enabled workflow optimization across tools;
• Partner closely with the Manager of Revenue Systems to test, iterate, and deploy solutions.
• Coordinate the renewals of our revenue tech stack and vendor relationships.

A typical week?   

• Partnering with the Manager of Revenue Systems to scope and pressure-test a new automation request from Sales;
• Building or updating integrations between revenue tools to improve system connectivity;
• Implementing validation logic or workflow updates to reinforce data integrity;
• Investigating and resolving system issues impacting pipeline visibility or reporting;
• Rolling out quick-turn configuration changes needed for an upcoming launch or initiative;
• Exploring AI tools to improve operational efficiency or automate repetitive tasks;
• Supporting ad hoc operational requests that require fast, reliable execution;

What does your future team look like?   

You’ll join a high-performance Revenue Systems team known for grit, accountability, and speed.

We rely on each other, hold high standards, and operate with strong ownership. This is a team that moves quickly—if something is needed Thursday at 5pm, we’re ready to deliver Friday morning.

We’re currently evolving our systems in the middle of an AI shift, which means you’ll have the opportunity to shape how automation and intelligent tooling power our revenue engine.

What are the next challenges awaiting your team?   

We are scaling our revenue infrastructure to support faster growth, stronger automation, and better decision-making.

This includes improving system connectivity, reinforcing governance, increasing operational efficiency, and embedding AI-driven workflows into everyday execution. You’ll help build the next version of our revenue machine.

Qualifications

• 2+ years in RevOps, revenue systems, or CRM-focused roles;
• Strong understanding of business processes and system configuration;
• Experience with CRM environments and revenue tools;
• Comfort working with integrations, workflows, and automation logic;
• High attention to data quality and operational detail;
• Ability to move quickly and operate in high-expectation environments;
• Curiosity and comfort experimenting with AI tools.

Salary range: $80–100k CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.