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

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

Guarantee the integrity of every dollar of subscription revenue by owning month-end close — revenue journals, deferred revenue schedule, reconciliations, and variance analysis — so Finance has clean numbers before every FP&A review; Keep the systems behind billing running by acting as functional owner of the revenue layer in NetSuite (Advanced Revenue Management) — reliability, data integrity, and continuous improvement are yours; Drive DSO down and reduce manual exceptions every quarter by diagnosing and fixing problems at the source — at the CRM-to-ERP handoff — rather than patching downstream; Run the order-to-invoice cycle across multiple billing entities with accuracy, timeliness, and indirect tax compliance (Avalara, Canadian filings); Deploy AI into team workflows to automate repetitive tasks, surface anomalies faster, and free up bandwidth for higher-value work; Execute structural projects led by Finance leadership — US-entity tax initiative, revenue tech stack review — as the central coordination point across Finance, RevOps, and Customer Success.

Your team

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.

What you'll bring

7–10 years of finance experience including at least 3 in a revenue accounting, billing operations, or finance operations role inside a SaaS or subscription business; Strong working knowledge of subscription revenue mechanics — recurring billing, contract amendments, renewals, deferred revenue, and how ARR maps to recognized revenue; Solid grasp of ASPE revenue recognition (Section 3400) in a subscription context; IFRS 15 or ASC 606 is an asset; Hands-on experience with NetSuite (preferred, ideally including Advanced Revenue Management) or an equivalent ERP, plus a subscription billing platform (Recurly, Zuora, Maxio, or similar); Indirect/sales tax experience in a SaaS context — invoice application and return filing; experience with Avalara is an asset; Direct people-leadership experience — you've managed a team, set priorities, and developed your reports; Active, habitual use of AI tools in a finance or operations context — you look for ways to integrate them, not just adapt to them. CPA designation is an asset.

Most of this sounds like you? Apply.

What the job comes with

Base salary: $120 to $150k . 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. Annual bonus program. 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.

Please note: this position is posted under the title Manager, Revenue & Order to Cash, but carries the official title of Manager, Revenue Accounting & Billing within the organization.

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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