Job Details

Workleap is a Montreal-based tech company on a mission to make work simpler.

Since 2006, we've been building game-changing products that tackle HR and IT's biggest challenges.

The Workleap Platform , an AI-powered HR solution designed to drive team performance and boost employee engagement.

ShareGate , the leading Microsoft 365 migration and governance solution, trusted by IT professionals worldwide for its unmatched simplicity.

Today, more than 20,000 companies rely on Workleap products to grow, lead, and operate with confidence.

We're builders at heart, with a clear purpose: to craft the simplest products that deliver exceptional value for our customers. Period.

Job Description

So, what will your new role look like?

We're looking for a detail-driven and system-savvy Billing Manager to own and optimize our SaaS billing operations. You'll lead a small team, manage complex subscription billing workflows, and collaborate cross-functionally to ensure our revenue engine runs smoothly. This role sits at the intersection of Finance, Tax, RevOps, and Customer Success—perfect for someone who loves operational precision and solving billing puzzles at scale.

Responsibilities:

• Lead and coach a 3-person billing team, fostering clarity, consistency, and continuous improvement.
• Manage day-to-day SaaS billing and AR operations in Recurly and Xero, supporting the NetSuite migration.
• Monitor AR aging and key KPIs ( DSO , failed payments, churn), and guide collection strategies.
• Enforce billing policies across Sales, CS , RevOps, and Support to ensure compliance and process alignment.
• Act as a point of escalation for billing issues and provide actionable insights to Finance leadership.
• Support revenue recognition, monthly reconciliations, and audit readiness in partnership with Accounting.
• Drive automation and optimize tools (e.g. Recurly, Stripe, Avalara) to scale billing operations and reduce errors.
• Collaborate with Product and RevOps to maintain accurate pricing, SKUs, and catalog alignment in billing systems.

A typical week?

• Advance system optimization efforts across billing tools and workflows.
• Support the team in day-to-day billing operations and issue resolution.
• Champion billing best practices while collaborating cross-functionally with key stakeholders.

What does your future team look like?

• Lead a team of three knowledgeable and autonomous individuals.
• Provide support on complex billing issues and guidance on ongoing optimization projects.

What are the next challenges awaiting your team?

• Support the upcoming NetSuite implementation and customer migration to Recurly (go-live October 1, 2025).
• Ensure clear procedures and processes are in place to enable a smooth transition.

Qualifications

• 5+ years of experience in billing, AR, or order-to-cash, including 2+ years in a SaaS or subscription-based environment;
• Proven track record of leading small billing or finance teams with a focus on operational excellence;
• Strong knowledge of SaaS billing platforms (Recurly or similar) and payment processors (e.g. Stripe, BlueSnap);
• Hands-on experience with accounting systems such as NetSuite, Xero, or QuickBooks;
• Skilled in Excel for reconciliations, reporting, and data analysis;
• Solid understanding of revenue recognition under ASPE or IFRS, especially for deferred revenue;
• Strong analytical and communication skills, with the ability to resolve complex issues and improve processes.

Who we are

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.

Additional Information

AtWorkleap, we build together, we trusteach other,and we support each other in success or failure. You will be able to express yourself, evolve and develop your creativity in an environmentthat 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 atWorkleap:
Phone Screen - Virtual Interview using Microsoft Teams - Work Sample - Job Offer

We are looking forward to getting to know you!

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