Job Description
Company Description
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.
Your Role
As an Account Manager at ShareGate, you own the full revenue relationship with your accounts — leading renewals, uncovering expansion opportunities, and unlocking long-term value for a global portfolio of mid-market, large, and enterprise organizations. You act as a trusted advisor to IT teams navigating Microsoft 365 governance, surfacing their needs before they articulate them, guiding strategic conversations, and connecting our solutions to real outcomes. This is a high-impact, customer-facing role where your consultative mindset and ability to drive results will define your success.
Your impact:
- Drive growth across your account portfolio by leading renewals and identifying expansion opportunities (seat upgrades, cross-sell, Pro/Enterprise packaging) to increase overall ARR;
- Accelerate adoption and retention by proactively guiding accounts from onboarding through expansion, using product usage data and engagement signals to get ahead of risk;
- Own strategic conversations with key contacts through a rigorous discovery approach that connects real IT challenges to the concrete outcomes ShareGate delivers;
- Strengthen multi-threaded relationships by coordinating with Technical Support, Product, and RevOps to align stakeholders and remove blockers to customer value;
- Continuously improve outreach performance by experimenting with messaging, sequencing, and approaches — and using AI tools (Claude, Gong, Outreach) to work faster and decide smarter;
- Maintain clean CRM hygiene in HubSpot to track pipeline, risks, and multi-threaded relationships so the team has accurate visibility into account health;
- Position Pro and Enterprise offerings in compelling, tailored ways to unlock greater value across the Enterprise segment.
Your Team
You’ll join a high-performing, close-knit sales team where curiosity, experimentation, and impact are daily reflexes — not just values on a wall. We support each other, celebrate wins together, and learn from losses as a team. Customer engagement here is thoughtful, not transactional: we build long-term relationships, test new ideas, and measure what actually matters. Looking ahead, the team is focused on deepening proactive post-migration engagement, strengthening renewal rates, and unlocking more value in the Enterprise segment — all concrete opportunities to make your mark from day one.
What You’ll Bring
- 2+ years of account management or sales experience in a target-driven environment;
- Strong verbal and written communication skills in English (French is an asset);
- Proven ability to deliver consultative, value-based customer experiences;
- Comfortable managing a dynamic pipeline and adapting to shifting priorities;
- Genuine curiosity for IT challenges and the Microsoft 365 ecosystem (governance, automation, adoption);
- Bonus: experience in SaaS, tech sales, or inbound-led sales; familiarity with HubSpot, Outreach, Gong, or similar CRM tools;
- Comfortable using AI tools (e.g. Claude, Copilot, ChatGPT) daily as a work accelerator — not an experiment, a habit.
Most of this sounds like you? Apply.
What the Job Comes With
- Base salary: $75k to $90k. 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.
- Pay mix: 65% base salary, 35% variable
- OTE: $115k–$138k
- 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.
What drives us
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.
How we hire
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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