Remote Invoice Data Entry Jobs in Jobs Hamilton, ON

This is a remote position.

Berkeley Payment

Billing & Collections Manager

Location: Toronto (Remote)

Reports To: Director, Finance

Department: Finance

Employment Type: Full-Time

Berkeley is a Financial Technology company that’s rewriting the rules of B2B payments. We’re building smart, scalable, and secure payment infrastructure for our partners—and we’re just getting started. As a nimble, high-growth fintech, founded in 2005, every team member has the chance to contribute in meaningful, visible ways.

We’re looking for a Billing & Collections Manager to own the full billing lifecycle—from month-end invoicing and collections through to reconciliation and new-program setup. This is a hands-on role at the center of how Berkeley bills its clients and recovers revenue.

Your defining mandate is billing automation. With tens of billing line items driven by a wide array of billing drivers, our invoicing is complex—and today it’s largely manual. We want someone who will not just run the billing cycle, but re-engineer it: standardize how we invoice, translate our billing logic into rules a system can execute, and build the templates, integrations, and controls that move us from manual invoicing to a scalable, automated engine. This is the single most important outcome of the role.

You’ll thrive here if you’re equally comfortable issuing an accurate month-end invoice, chasing down an aged receivable, and designing the workflow that makes both faster next quarter. You bring a data-driven, business-minded lens—you look at billing as a system to be measured, optimized, and automated, not just a task to be completed.

• Lead the transition from manual invoicing to an automated billing engine—the central objective of this role.
  

• Map and standardize billing logic across 40+ line items and their varied billing drivers, translating contract terms into rules that can be executed systematically.
  

• Create and maintain invoicing templates, and design scalable, low-touch workflows that reduce manual input, cut cycle time, and increase accuracy.
  

• Partner with Finance leadership and the Tech team to specify, test, and roll out billing automation tooling and integrations across QuickBooks Online, Payhub, and client A/R platforms.
  

• Document billing processes and build controls that make the automated cycle auditable and repeatable.
  

• Prepare and issue month-end client invoices, and close any gaps between the associated cost and revenue GLs.
  

• Set up billing for new contracts and programs, and index contract terms against the billing matrix.
  

• Investigate and resolve invoicing discrepancies, pricing variances, and billing disputes.
  

• Guard against revenue leakage—ensure every billable activity across the line-item catalog is captured and invoiced accurately.
  

• Prepare client statements of account.
  

• Own the accounts receivable aging schedule and the collections follow-up cadence.
  

• Design and run a structured reminder sequence to recover outstanding balances while preserving client relationships.
  

• Recommend escalations, payment plans, and write-offs where appropriate.
  

• Fulfil routine client funding, fund transfer, and invoice settlement requests.
  

• Settle invoices by credit card.
  

• Own and report on billing and collections KPIs—DSO, aging, collections effectiveness, and revenue leakage—to Finance leadership.
  

• Support month-end close: prepare billing support, reconcile billing to the GL, and document balances.
  

• Maintain accurate records and support internal and external audits, given the role moves client funds.
  

• Implement annual price increases in line with contractual workflows—track effective dates and escalation terms, apply increases accurately across affected clients and programs, and communicate changes.
  

• Partner with the FP&A team to provide the invoice data and analytics needed to assess Program and Client performance.
  

• Own and triage the shared accounting mailbox.
  

• Manage a high volume of ad hoc client and internal requests across multiple platforms, prioritizing accuracy and responsiveness.
  

• Act as a liaison between Finance and Sales/CSM on contract-to-bill setup, ensuring new deals are billed correctly from day one.
  

This role moves client funds and issues invoices tied to specific contract terms, so a high bar for accuracy and detail is non-negotiable. Above all, we’re looking for someone who is genuinely good at streamlining complex billing processes and building the foundation for automation—and who approaches billing as a data-driven system to be measured and optimized.

• 5–7 years of experience in billing, collections, revenue operations, or a related finance/business function.
  

• A business background, ideally data-driven—comfortable analyzing billing data, defining metrics, and making decisions from the numbers.
  

• A demonstrated track record of streamlining complex processes and building toward automation.
  

• Working knowledge of QuickBooks Online.
  

• Strong Excel skills (e.g., pivot tables, lookups, and comfort structuring large datasets).
  

• Strong written communication skills.
  

• Comfortable managing a high volume of ad hoc requests across multiple platforms at once.
  

• Ability to learn multiple platforms on the job—Metabase (internal reporting), Payhub (client fund movement), and Ariba and Coupa (client-side A/R invoicing).
  

• High attention to detail, given the role moves client funds and issues invoices tied to specific contract terms.
  

• Payments or fintech industry experience is an asset, not a requirement.
  

• Full-time position.
  

• Flexibility to work remotely or from our Head Office in Downtown Toronto.
  

• A fantastic culture.
  

• Health, dental, and insurance benefits.