Revenue & Billing Manager

ReadyMode; Canada; Hybrid; CAD 90,000 - 110,000; Full time

Benefits offered by this job

Company computer

WFH setup via Amazon Business Account

Group RRSP matching

Benefits from day one

Employee Stock Option Plan

Job summary

Readymode is seeking a Revenue & Billing Manager to join our Finance team and optimize billing using Maxio Advanced Billing. You will own order-to-cash end-to-end and lead a two-person Billing team while reconciling accounts receivable and revenue subledgers for Canada and the US.

We value detail-oriented professionals with accounting backgrounds, experience in subscription billing, and strong cross-functional communication. Remote Canada-based role with compensation CAD 90k–110k.

Qualifications

• 5–7+ years in billing operations, revenue accounting, or order-to-cash leadership.
• Direct experience owning revenue recognition and deferred revenue in a subscription business.
• Hands-on experience with a subscription billing platform (Maxio, Stripe, Chargebee, Zuora, Recurly).
• Experience managing direct reports and strong reconciliation discipline.

Responsibilities

• Own end-to-end billing cycle from contract to invoice.
• Lead two Billing Specialists and develop the function as it transitions back into Finance.
• Ensure billing accuracy and manage changes, upgrades, downgrades, and cancellations.
• Own credit memos and billing adjustments with an approval framework.
• Maintain billing SOPs and process documentation.
• Perform AR-to-cash reconciliation and DSO reporting.
• Oversee tax and regulatory compliance, including US taxes and surcharges.
• Support Maxio migration and data mapping with Avalara plans.

Skills

Advanced Excel

AR & collections leadership

Order-to-cash

Reporting & reconciliation

People management

Education

CPA designation or equivalent

Tools

Maxio

Stripe

Chargebee

Zuora

Recurly

Job description

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.”

At Readymode, we live and breathe our Core Values:

• 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.

Position Summary

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

Key Responsibilities

Billing Operations

• 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.

Accounts Receivable & Collections

• 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.

Revenue Accounting

• 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 US GAAP readiness in view, escalating judgment calls to the Controller.
• Support the annual KPMG audit on all revenue, deferred revenue, and AR areas.

Tax & Regulatory Compliance

• Own go-forward US sales tax and telecom surcharge determination, billing, and remittance, including FCC Form 499, USF, state PUC, and 911 surcharges.
• Reconcile surcharges billed to customers against amounts remitted, a control gap with direct margin impact.
• Partner with the Controller and Avalara's implementation consultant to configure Avalara for Communications in early 2027, and own the configuration thereafter.
• Monitor nexus and manage new state registrations as the customer footprint changes.

Systems & Processes

• Serve as the business owner of Maxio Advanced Billing and Maxio Core following migration.
• Contribute to the integration and data mapping between Maxio, the general ledger, Avalara, and downstream reporting.
• Partner with the Support, Implementation, and Customer Success teams on the billing-adjacent workflows that sit outside Finance.

Qualifications and Experience

Required

• 5-7 or more years of progressive experience across billing operations, revenue accounting, or order-to-cash leadership.
• Direct experience owning revenue recognition and deferred revenue in a subscription or recurring revenue business.
• Hands-on experience implementing or administering a subscription billing platform such as Maxio, Stripe, Chargebee, Zuora, Recurly, or similar.
• Demonstrated experience building an AR and collections function, not simply operating one that already exists.
• Experience managing at least one direct report.
• Strong reconciliation discipline and comfort owning a control from design through to evidence for auditors.
• Advanced Excel, and the judgment to know when a process should leave Excel.

Strongly Preferred

• US sales tax or telecom and communications tax experience, particularly exposure to a tax engine implementation such as Avalara for Communications.
• Experience in telecom, communications, or a usage-based billing environment.
• Exposure to a multi-entity, multi-currency structure with US and Canadian operations.
• Experience supporting a Big Four audit.
• CPA designation, or equivalent depth acquired through experience.

The Perks and Benefits

• The tools you need to get the job done - company computer sent to you
• Amazon Business Account for your WFH set up
• Group RRSP matching
• A full benefits package that starts on day one
• Opportunity to participate in our Employee Stock Option Plan
• An education and training grant in your second year
• Remote and Flexible Work Opportunity

Interview Process

• Screening call with People & Culture Business Partner.
• Second interview with our Controller.
• Final interview with our CFO.
• Job offers are contingent on references.