Senior Manager, Accounting & Finance Operations (Winnipeg)

Senior Manager, Accounting & Finance Operations (Winnipeg)

05 Sep
|
Berkeley Payment Solutions
|
Winnipeg

05 Sep

Berkeley Payment Solutions

Winnipeg

Berkeley Payment Solutions Inc. | Full timeSenior Manager, Accounting & Finance Operations
For over 10 years we've partnered with Canada's largest banks to help 1000+ corporate clients simplify and scale their mass payouts to drive business outcomes. Our branded money programs are used to pay people rewards, commissions, shopper rebates, insurance perks, goodwill campaigns, emergency funding, and more.
We're a growing company and our employees enjoy engaging and interactive work, challenging career opportunities and a team-oriented team-based culture. We offer a casual work environment, competitive salaries, excellent health and dental benefits and more. We also offer opportunities and support for ongoing learning, growth, and career development. Berkeley is centrally located in downtown Toronto.
Job Description
This is a remote position.About the RoleBerkeley Payment Solutions is a payments technology company with cross-border USD/CAD operations, currently transforming its finance function, modernizing systems, rebuilding reporting infrastructure, and professionalizing processes that have historically been highly person-dependent.
We are hiring a #2 for the Finance team to own day-to-day accounting operations and month-end close, freeing the VP Finance to focus on transformation: ERP selection and implementation, banking strategy, and AI-driven process redesign. This is a hybrid role, part traditional accounting leader, part transformation partner.
In the first 6–12 months, the focus is mastering the operational engine: close, audit, team leadership, and the details of how Berkeley's accounting actually works today. As that foundation solidifies, this person is expected to bring their own ideas to the table, improving the processes they now know better than anyone else, including the VP Finance — and to be a full partner in the ERP and AI transformation already underway.




What You'll OwnAccounting Operations & Close (Day One)
Lead the monthly close process end-to-end, ensuring timely, accurate financial statements
Own day-to-day accounting operations across the full cycle (AP, AR, GL, reconciliations)
Serve as audit lead, managing the relationship and process with Berkeley's existing external auditors
Manage, coach, and develop a team of 4 accounting staff
Ensure the integrity of the QuickBooks Online (QBO) environment during the transition period, and support migration to a new ERP platform
Finance Transformation (Phase 2, Growing Over Time)
Partner directly with the VP Finance on finance transformation initiatives, acting as the “doer” on projects while contributing original ideas as ramp-up progresses
Play an active role in the ERP RFP, vendor evaluation, and implementation
Contribute to Berkeley's AI-forward finance initiatives, including evaluating and adopting AI tools (e.G., Claude Enterprise) to modernize accounting workflows
Once ramped, identify and lead process improvements within accounting operations, you will know the day-to-day better than anyone, including the VP Finance
Requirements
What You BringRequired
Payments industry experience — issuer or acquirer side is acceptable;
enough exposure to be credible leading a team “in the weeds” on payments-specific accounting
Prior people leadership experience, even at small scale (e.G., led a 1–2 person team), big-bank, large-team, long-tenure backgrounds are not the fit we're looking for




A track record of process improvement — concrete examples of identifying inefficiencies and fixing them, not just executing existing process
Experience in a scrappy, high-growth environment — founder-led or VC/PE-backed companies preferred over large, stable organizations
Audit fundamentals strong enough to lead the audit relationship independently
Strongly Preferred
Modern accounting platform experience beyond QBO, NetSuite or Sage preferred;
experience with Campfire or Rillet is a bonus
Demonstrated AI fluency — real usage of AI tools in an accounting/finance context (e.G., close automation, anomaly detection, reporting). Berkeley is AI-forward: every employee has a Claude Enterprise account and is expected to use it
Multi-currency / FX comfort — USD/CAD operations touch revaluation and reconciliation regularly
Exposure to Budgeting & FP&A; – while this is an accounting role to begin with, the opportunity is there to own FP&A; as well
Who You Are
Curious — you ask why a process works the way it does, not just how to execute it
Meticulous — accounting rigor and attention to detail are non-negotiable
Hungry and driven — you want to grow quickly and take on more scope as you earn it
A strong communicator — comfortable presenting to and interacting with senior leadership, including the CEO and co-founder
A culture fit for a people-first organization — collaborative, coachable, and invested in your team's growth
A genuine build opportunity, you will help shape the finance function's systems, processes, and team from a relatively early stage
A clear growth path to Director as the company and role scale
Equity options
An AI-forward culture with company-wide access to Claude Enterprise
A people- and culture-first organization
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📌 Senior Manager, Accounting & Finance Operations (Winnipeg)
🏢 Berkeley Payment Solutions
📍 Winnipeg

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