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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.
We know few people check every box, and the best ones rarely do. If most of this sounds like you, apply!
We’re a team of curious minds and bold builders, brought together by a shared drive to make work simpler - and better - for everyone. Challenges fuel our creativity, fast-paced environments keep us sharp, and pushing boundaries is just part of how we operate. We believe the best ideas come from experimentation, rapid learning, and even the occasional discomfort - that’s where growth happens.
Since 2006, we’ve been rethinking the way teams work, blending creativity and tech to solve real problems in IT and HR. We move quickly, we learn constantly, and we always keep our customers at the center of what we do. If you're a proactive thinker who takes ownership, loves to collaborate, and isn’t afraid to leap into the unknown - you’ll fit right in.
At Workleap, we build together, we trust each other, and we support each other in success or failure. You will be able to express yourself, evolve and develop your creativity in an environment that will adapt to your daily life and your needs.
We strive to create a healthy and inclusive work environment. This is everyone’s business.
Our Candidate Experience Flow at Workleap:
Phone Screen - Virtual Interview using Microsoft Teams - Work Sample - Job Offer
As a tech-forward company, we leverage AI tools to enhance our recruitment process, while ensuring all hiring decisions remain human-led.
We are looking forward to getting to know you!
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