Workleap

Account Executive - ShareGate

Canada - Remote

Sponsorship not specified$75k-$90kDetected 9 days ago

HubSpotCRMSalesAccount ManagementPipeline ManagementForecastingProcurementSharePoint

About the role

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.

Build and manage a robust new business pipeline in HubSpot, maintaining deal hygiene and forecast accuracy that the whole team can rely on;
Lead deep consultative discovery with IT, security, and procurement buyers to surface real M365 migration and governance pain - and build a business case that holds up in front of a buying committee;
Drive multi-stakeholder sales cycles by developing relationships at multiple levels of the customer organization - not just the champion, but the full buying committee;
Deliver tailored demos and proposals with measurable ROI that connect ShareGate's value to each prospect's specific environment;
Collaborate with SDR, partner, and marketing teams to fuel the top of funnel and sharpen the Migrate + Protect bundle narrative;
Share what you learn with the team to raise the collective bar - we build the playbook together, we don't just execute it.
Week to week, you'll work closely with SDRs on lead quality, partner teams on co-sell opportunities, and your AE peers to debrief wins and losses through Gong reviews.
What drives us
At Workleap, we build software that sits at the center of how people experience work, every day, at every level.
We use AI to support certain steps of the process, but every hiring decision remains human.

And if you have the ambition to match, this role is a clear on-ramp toward an Enterprise motion.

familiarity with Microsoft 365 / SharePoint environments or experience in the Microsoft ecosystem;
experience in a high-growth SaaS environment where you helped shape the playbook, not just run it.
Most of this sounds like you?

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.
3+ years of full-cycle B2B SaaS sales experience with a proven track record of hitting quota;
Consultative selling depth - you know how to ask the right questions, uncover real pain, and build a business case that holds up in front of a multi-stakeholder buying committee;
Experience running complex, multi-stakeholder sales cycles involving IT, security, and procurement profiles;
Strong CRM discipline - HubSpot preferred - with solid pipeline management and forecasting habits;
Real, daily AI fluency in your sales workflow (qualification, deal analysis, call prep) - not a beginner, someone who already uses these tools;

This listing is sourced directly from Workleap's careers page and normalized into a canonical job model.