Payment Operations & Compliance Specialist

The Role

We’re looking for a detail-obsessed, high-ownership Payment Operations & Compliance Specialist to serve as the "Financial Detective" and "Source of Truth" for Chexy. In this role, you will own the end-to-end integrity of our financial plumbing, managing the daily pulse of our FBO and DDA accounts to ensure every dollar is perfectly accounted for.

As a unique hybrid of operations lead and regulatory steward, you will build the "playbooks" for our chargeback strategy and revenue protection while ensuring we remain a gold standard for FINTRAC and Bank of Canada compliance. This is a full-time, in-office position (5 days a week) where you’ll work side-by-side with our senior leadership team to master the "how" behind a scaling fintech. You will be the bridge between complex financial movement and a seamless customer experience, ensuring our ledgers remain balanced while we build the future of rent payments.

Payment Operations & Reconciliation

• Own daily reconciliation across all payment rails (cards, EFT, e-transfer), ensuring FBO / DDA balances, processor reports, and internal ledgers are fully aligned.
• Investigate and resolve payment discrepancies, settlement breaks, and processor-level anomalies with urgency and precision.

Operational Risk & Integrity

Regulatory & Compliance Stewardship

Chargeback & Dispute Strategy

IT & Security Compliance (NEW – scoped appropriately)

Technical & Process Evolution

Qualifications

Experience

Payments & Regulatory Knowledge

IT / Security Compliance Exposure (NEW)

Operational Rigor

Technical Curiosity

Why Join Chexy?

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