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ᓄᓇᕗᑦ Nunavut, Canada
Remote only
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: Workleap Agent, our newest solution built to make every manager more effective, 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.
You're the first voice prospects hear — and the first impression that sets the tone for every deal. As an SDR at ShareGate, your job is to start conversations with the right IT buyers, whether they raised their hand or not, and hand them to the AE team with everything they need to win. You'll work alongside your own AI agent that handles outbound batches and the easy-to-convert leads, while you focus on calls, high-value accounts, and the manual work that needs a human. This role exists because we're growing, because we promote from within, and because we're looking for someone who wants to build a real B2B sales career with a team that actually invests in making them better.
Your impact:
You're joining a four-person SDR team, all focused on ShareGate, feeding the AE org. That means the quality of what you pass downstream matters as much as the volume. The team is coached closely — Gong call reviews, roleplay sessions, custom AI tools, and a manager whose job is to help you grow. We move fast, share what's working, and hold each other to a high standard.
Most of this sounds like you? Apply.
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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