Ai-First Finance Specialist | Payments, Risk & Automation

AI-First Finance Specialist | Payments, Risk & AutomationCapeShore Group Well-Funded Startup Full-Time, Permanent Remote (BC or Ontario)
Build the AI-powered finance function of a growing payments business.
If you have ever thought “this reconciliation should run itself,” this is the role to build it.CapeShore is a well-funded startup building Merchant of Record businesses for e-commerce and telehealth. We want a hands-on finance professional who combines sharp financial judgment with AI, automation and payment operations. You will help design the systems, not just operate them.
What you’ll own
Reconcile transactions across payment processors, merchant IDs (MIDs), banks and merchants, including fees, reserves, refunds and chargebacks.
Build AI-assisted reconciliation workflows, exception alerts and chargeback and reserve dashboards.
Own month-end close, merchant liabilities, settlement accuracy, cash forecasts and multi-entity reporting.
Turn payments data into clear profitability and risk insights for leadership.
Automate repetitive finance work with AI, SQL, Python or scripts, while validating every result against source records.
What you bring
4+ years in finance, accounting or payment operations, with hands-on responsibility for financial reconciliations and controls.
Experience reconciling card, processor, marketplace, wallet or other transaction data to bank settlements.
A real example of finance automation you personally built using AI and SQL, Python, scripts or similar tools.
Sound judgment around refunds, chargebacks, reserves, exposure and payout controls.
CPA, subscription billing and payment-acquiring experience are advantages, not prerequisites.
Why join CapeShore?
Excellent base salary + performance bonus.
Real ownership and direct access to decision-makers in a well-funded startup.
Freedom to build better AI and automation tools, with room to grow into finance and payments-risk leadership.
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