AI-First Finance Specialist | Payments, Risk & Automation

WowSuite, DFO Performance, OnPoint Health Media & Tech; Vancouver; Remote; CAD 90,000 - 130,000; Full time

Job summary

CapeShore Group is building an AI-first finance function for a growing payments business. This fully remote role, based in BC or Ontario, focuses on automated reconciliation, AI-driven workflows, and robust financial controls.

You will own end-to-end reconciliations, automate repetitive tasks with AI and scripts, and provide clear profitability and risk insights to leadership. A CPA background is a plus, with growth into leadership possible.

Qualifications

• Over 4 years in finance, accounting or payment operations with hands-on 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 or similar tools.

Responsibilities

• Reconcile transactions across payment processors, MIDs, banks and merchants including fees, reserves, refunds and chargebacks.
• Build AI-assisted reconciliation workflows, exception alerts and dashboards for chargebacks and reserves.
• Own month-end close, merchant liabilities, settlement accuracy, cash forecasts and multi-entity reporting.

Skills

AI & Automation

Finance reconciliation

Data analysis

Education

CPA (advantage)

Tools

SQL

Python

Scripting

Job description

AI-First Finance Specialist | Payments, Risk & Automation

CapeShore 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.