Revenue & Billing Manager

About Readymode

Readymode is an enterprise-grade, cloud-based, all-in-one sales engagement platform for high-volume teams - operating through a Canadian parent and two US subsidiaries. We intelligently connect sales reps with more leads in less time, maximizing productivity. We are on a mission to “transform the way businesses communicate with their customers.”

• We Get Stuff Done
• We Strive For Mastery
• We Engage In Spirited Teamwork
• We Are Resilient

We embody these at all times, whether that relates to our clients or teammates. Readymode is the place to be if you like to win and value a collaborative environment that will foster your growth.

We are seeking a Revenue & Billing Manager to join our Finance department to help us enhance and streamline our billing processes using Maxio Advanced Billing, reconcile orders to cash, and implement the system to bill provincial, state and federal taxes correctly. This full-time, permanent position will report into our Controller, and will have 2 Billing Specialists as direct reports. This role is perfect for someone with an Accounting background, who is detail-oriented, able to effectively interpret Finance issues to cross-functional colleagues, and comfortable building their own processes.

As a Revenue & Billing Manager, you will own order-to-cash end-to-end, including billing operations performed by a two-person Billing team, monitoring accounts receivable and collections, owning the revenue and deferred revenue subledgers, and managing the compliance, sales tax and surcharge processes and reporting for both Canada and US. You will support the Billing function as it transitions back into Finance, and as the company migrates to Maxio Advanced Billing and Maxio Core.

As well as a future implementation of Avalara tax engine, contemplated for late 2026/early 2027.

Location:

Remote anywhere in Canada

Compensation: $90,000 - $110,000 CAD

• Own the end-to-end billing cycle, including invoice runs, exception handling, and ad-hoc invoicing.
• Lead and develop two Billing Specialists as the function transitions from Support & Implementation back into Finance.
• Ensure billing accuracy from contract to invoice, including new customer setup, change orders, upgrades, downgrades, and cancellations.
• Own the credit memo and billing adjustment process, including the development of an approval framework.
• Build and maintain billing process documentation and SOPs.
• Establish a recurring billing data integrity review to identify and close revenue leakage between what is contracted, provisioned, and invoiced.
• Manage the chargeback dispute process with our payment processing and merchant account vendors.
• Reconcile paid invoices to payment processor receipt to bank statements.

• Build a systematic collections function, including outreach cadence, escalation paths, and customer credit terms.
• Own dunning and failed payment recovery. The majority of revenue is collected by credit card, making this the primary cash collection mechanism.
• Perform the monthly AR-to-cash reconciliation, a control that needs redesign with Maxio.
• Own cash application, AR aging, DSO reporting, and the bad debt provision analysis in conjunction with the Controller.

• Own the revenue and deferred revenue subledgers and prepare the related journal entries for Controller review.
• Perform the monthly revenue subledger to general ledger reconciliation and the deferred revenue to billing system reconciliation.
• Take ownership of the monthly revenue calculation, currently maintained in Excel, and transition it into Maxio Core.
• Apply revenue recognition policy under ASPE and IFRS, with…