Technical Support IT

Workleap is a Montreal-based tech company, founded in 2006. We're builders at heart, we make simple products that actually matter to the people who use them. We have two product lines: The Workleap Agent, our agentic HR platform that helps managers become better leaders, and ShareGate, the world's leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust us to do exactly that. We're intentional about who joins us. If you're the kind of person who gets excited by a hard problem and wants to help shape what comes next, there's a place for you here.

In this role, you'll be at the heart of the employee experience by providing reliable, human, and efficient IT support to all Workleap team members. You'll handle a wide variety of technical requests, from access and SaaS tools management to device administration, while ensuring fast, high-quality service. Day to day, you'll resolve technical issues, document and structure information to improve team practices, and manage your priorities with discipline in a fast-evolving environment.

• Provide high-quality technical support and resolve IT requests within reasonable timeframes, for a smooth and human employee experience;
• Manage access and licenses (creation, modification, and removal of user accounts and SaaS access) rigorously and securely;
• Optimize IT processes and user experience by leveraging automation and AI tools to improve speed and service quality;
• Administer the device fleet using MDM tools such as Intune and Jamf, keeping equipment reliable and secure;
• Structure and document team knowledge to increase user autonomy without compromising the experience;
• Conduct research and propose initiatives that improve user experience and efficiency, collaborating with the IT team on incident resolution and ad hoc projects.

a) In a constantly changing environment, the IT Support team plays a key role in evolving practices and systems. The main challenge ahead: optimizing and automating the management of access, equipment, and requests to improve the speed and quality of service, while evolving the technological environment through MDM tools and SaaS solutions for greater security, efficiency, and ease of use in day-to-day operations.

b) You'll 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 team works closely with other teams to quickly resolve issues, improve tools, and optimize processes, and it values knowledge sharing, teamwork, and continuous improvement.

• 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, with a strong interest in AI and its practical applications;
• Excellent interpersonal skills, strong customer service orientation, and 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.

Most of this sounds like you? Apply.

• Base salary: $68,000 to $85,000. 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.
• Annual bonus program.
• LTIP program, share in Workleap's long-term growth.
• RRSP + Family health insurance + telemedicine + annual wellness budget.
• Flexible vacation policy.
• Remote work, with access to our Montreal office.
• In-person gathering twice a year.
• Claude access, for everyone.

At Workleap, we build software that sits at the center of how people experience work, every day, at every level.

We move fast. Priorities shift, decisions get made with the information we have, and we iterate. If you thrive on intensity and ambiguity doesn't slow you down, you'll feel right at home.
We're builders. We do what it takes to move forward. AI is part of our toolkit. We use it to go faster and decide smarter, not to replace judgment.

If you want real impact and a place where your decisions matter, this is it.

Transparency is how we hire — for you as much as for us.

Here's how it works: a first call with a recruiter, then a virtual interview with the hiring manager. You'll then complete a take-home case study, followed by a meet with future colleagues to discuss it together. Depending on the role, the process may vary slightly — your recruiter will walk you through it on your first call.

We use AI to support certain steps of the process, but every hiring decision remains human.

We can't wait to meet you.

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