
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.
You own the back half of our revenue engine — everything that happens after a deal closes and before cash hits the bank. Every subscription, renewal, and amendment ends up in your team's queue. Your job: make sure each one lands correctly — priced right, invoiced right, recognized right, collected on time.
You'll report to the Director, Finance and lead a small, high-performing team of three who run the day-to-day. The role is deliberately broad: revenue accounting, billing operations, and revenue systems sit together so one person can solve a problem end-to-end.
Your impact:
You'll sit inside Finance alongside the Expenses team, with standing relationships across Revenue Operations and Customer Success. You'll manage three direct reports: two Billing & Cash Application Specialists and an Accounts Receivable Analyst who also owns collections. The team is solid — they don't need micromanaging, but they do need a manager who can make the tough calls and unblock the upstream issues that keep eating their time.
The NetSuite implementation and subscription billing migration are behind you. The work ahead is squeezing more out of the stack: fewer manual exceptions every quarter, a tighter CRM-to-ERP handoff, less time between deal close and invoice, more automation in collections. And under Finance leadership, two structural projects are waiting: a tax-optimization initiative to migrate clients to the US entity, and a full review of the revenue tech stack (payment processor, subscription billing, tax engine, and their NetSuite integrations) — with you and your team central to execution.
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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