--- title: 'Manager, Revenue & Order to Cash - Finance at Workleap - en' canonical: 'https://feeny.ai/job/manager-revenue-order-to-cash-finance-workleap-en-canada-4pc9dn4ba2v5' type: 'job' last_seen: '2026-09-07' --- # Manager, Revenue & Order to Cash - Finance at Workleap - en - **Company:** Workleap - en - **Location:** Canada - **Work type:** remote - **Posted:** 2026-06-11 - **Last confirmed live:** 2026-09-07 - **Apply:** https://job-boards.greenhouse.io/workleap/jobs/5149874007 ## 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: [Workleap Agent](https://workleap.com/), our newest solution built to make every manager more effective, and [ShareGate](https://sharegate.com/), 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. By applying, you confirm that you have read and agree to our [privacy policy](https://workleap.com/trust-center/privacy). #LI-Remote ## About Workleap - en ## Company Overview - **One-liner**: Workleap is an AI-powered talent management platform that brings engagement, performance, and compensation into one connected system for small to mid-sized businesses. - **Entity Type**: Private (Growth stage, series not publicly disclosed) - **Headquarters**: Montreal, Quebec, Canada - **Founded**: 2006 - **Founders**: Simon De Baene, Guillaume Roy, Sébastien Leduc ## Core Business - **Primary Industry**: Human Resources Technology (HR Tech), Employee Experience, Talent Management - **Target Customers**: SMBs and growing businesses with small or generalist HR teams (B2B) - **Mission**: "To make work simpler" and help HR leaders ignite employee potential and boost business results. ## Products & Services - **[Workleap Platform](https://workleap.com/)**: An AI-powered HR suite that includes employee engagement surveys (Officevibe), performance reviews (Performance), and compensation management (Compensation). Designed as a unified system to replace fragmented HR tools. - **[ShareGate](https://workleap.com/)**: A Microsoft 365 migration and governance solution for IT professionals, focused on simplicity and security. Operates as a separate product line under the Workleap umbrella. ## Market Standing - **Valuation**: Not publicly disclosed. - **Key Metrics**: 70,000+ leaders worldwide use Workleap; 20,000+ companies across the entire customer base; 375+ employees. - **Notable Investors/Partners**: Not specifically listed. Investors are not publicly disclosed. - **Growth Signals**: Significant customer growth (from "over 70,000 leaders" on the about page), investment in AI features (manager agent, survey summaries), and expansion of the ShareGate product line. The company has a remote-first talent model, hiring across Canada. ## Competitive Advantages - **Purpose-built for Small HR Teams**: Workleap is designed specifically for smaller or generalist HR teams that lack the resources of enterprise HR departments, offering simple, high-adoption tools. - **Unified AI Platform**: Combines engagement, performance, and compensation in one system, reducing the "DIY chaos" and clunky legacy tools common in HR tech. - **High User Satisfaction**: Praised on G2 for fast implementation, ease of use, and high adoption rates. - **Strong Market Position in M365 Ecosystem**: ShareGate is a leading tool for Microsoft 365 migration and governance, providing a strong, separate revenue stream and brand recognition among IT professionals. ## Strategic Focus - **AI-First Management Agent**: Developing a proactive "manager agent" that drafts 1:1 agendas, surfaces signals, and helps drive performance reviews, making great management a repeatable process. - **Product Expansion**: Continuing to unify engagement, performance, and compensation into a single, intelligent platform. - **Remote-First Culture**: Committed to a remote-first policy (work from anywhere in Canada, up to 150 days abroad annually) with twice-yearly in-person gatherings, aiming to attract top talent without geographic constraints. - **ShareGate Growth**: Scaling the ShareGate product line for M365 administration and security. ## Why Work Here - **Remote-First & Flexibility**: Work from anywhere in Canada; work up to 150 days per year abroad. Office in Montreal is optional except for two annual in-person gatherings. [workleap.com](https://workleap.com/careers) - **Comprehensive Benefits**: Group insurance, $1,300 health & wellness allowance, telemedicine & EFAP, financial support for new parents, home office allowance, internet reimbursement, and delivered meals. [workleap.com](https://workleap.com/careers) - **Competitive Compensation**: Competitive salary, annual performance bonuses, 5% RRSP contribution, and referral bonuses. [workleap.com](https://workleap.com/careers) - **Learning & Growth**: Training, conferences, language courses, and a focus on career development. - **Engineering Culture**: Emphasis on written, asynchronous communication; proactive communication principles; and a strong focus on sustainable, high-performance collaboration. [workleap.com](https://workleap.com/careers) - **Values-Driven**: "Walk the talk" on employee experience, with a strong internal focus on caring for own team before serving customers. ## Sources 1. [Workleap About Page](https://workleap.com/about) 2. [Workleap Careers Page](https://workleap.com/careers) 3. [Workleap Job Board (Greenhouse)](https://job-boards.greenhouse.io/workleap) 4. [Workleap Homepage](https://workleap.com/) 5. [Workleap LinkedIn](https://ca.linkedin.com/company/workleaphq) ## Other roles at Workleap - en - [Marketing Operations Analyst (RevOps) - ShareGate](https://feeny.ai/job/marketing-operations-analyst-revops-sharegate-workleap-en-canada-e5a2pg1eyj26) — Canada - [Sales Manager, New Business — Workleap](https://feeny.ai/job/sales-manager-new-business-workleap-workleap-en-canada-f66b6gn96k80) — Canada - [Account Manager - Mid-Market - Workleap (12-month Contract)](https://feeny.ai/job/account-manager-mid-market-workleap-12-month-contract-workleap-en-canada-3darx3n6hwjc) — Canada - [Sales Development Representative — ShareGate](https://feeny.ai/job/sales-development-representative-sharegate-workleap-en-canada-k031nqkcw2a4) — Canada - [Senior Manager, Demand Generation - Sharegate](https://feeny.ai/job/senior-manager-demand-generation-sharegate-workleap-en-canada-05dam0t8k0xg) — Canada - [Senior Fullstack Developer (C#/React), Migrate - ShareGate](https://feeny.ai/job/senior-fullstack-developer-c-react-migrate-sharegate-workleap-en-canada-ptdzn138wcf7) — Canada - [Staff Application Security Specialist](https://feeny.ai/job/staff-application-security-specialist-workleap-en-canada-5484r8erpas4) — Canada