Checkbook - Payment Operations Manager
Requirements
• Serve as an escalation point for complex payment issues impacting customers. • Ensure payment-related inquiries are handled promptly, clearly, and with a high bar for accuracy and professionalism. • Partner with Customer Support to improve tooling, macros, and workflows that reduce repeat issues and customer frustration. • Reporting and operational insights • Build and maintain reporting on volume, trends, exception rates, reversals, and operational performance. • Use data to surface risks, prioritize fixes, and inform product and operational decisions. • Provide leadership with clear, regular visibility into payment operations health and readiness. • Cross-functional execution • Partner with Product and Engineering on new payment features, launches, and system enhancements, bringing an operator’s perspective to requirements and testing. • Lead operational rollout plans for new capabilities, including training, documentation, controls, and monitoring. • Bachelor’s degree in Finance, Business Administration, or a related field (or equivalent experience). • Four or more years of experience in payment operations, financial operations, fintech, or a related domain. • Strong understanding of payment processing systems, transaction lifecycles, and reconciliation workflows. • Proven ability to manage complexity, prioritize well, and operate calmly in a fast-paced environment. • Highly analytical, with strong attention to detail and a practical, problem-solving mindset. • Comfortable owning processes end-to-end and improving them as the business scales. • Strong communicator who can work effectively across technical and non-technical teams. • Familiarity with regulatory and compliance considerations in payments is a plus. • Experience working with payment platforms, processors, or payment operations tooling is a bonus.
Responsibilities
• Own day-to-day payment operations • Own the end-to-end payment operations lifecycle, including transaction monitoring, reconciliation, settlements, refunds, disputes, and exceptions. • Ensure accuracy, timeliness, and appropriate controls across payment flows • Maintain clear operating rhythms (daily, weekly, and monthly) to keep the function disciplined and predictable. • Monitoring, exceptions, and risk partnership • Oversee monitoring of incoming and outgoing transactions to identify errors, anomalies, and potential risk. • Partner with Compliance, Finance, and Customer Support to strengthen controls, identify repeat exception patterns, and reduce recurrence through durable fixes. • Maintain disciplined, well-documented exception resolution, with root-cause analysis and prevention as the standard. • Reconciliation and financial accuracy • Lead daily, weekly, and monthly reconciliations across payment channels and internal systems. • Investigate discrepancies, drive resolution with the right owners, and implement preventative controls to reduce recurrence. • Partner with Finance on settlement procedures, reporting requirements, and control design. • Process design, documentation, and readiness • Identify gaps and failure points in existing workflows, then redesign for clarity, scale, and audit readiness. • Create and maintain process documentation, runbooks, and operating procedures that stand up to scrutiny and survive growth. • Support audits, partner reviews, and internal testing with strong evidence trails and clean operational execution.
Benefits
• Medical, dental, vision, long-term disability, and additional insurance programs • Competitive base salary, bonus, and equity (commensurate with experience)Location: • Location: • Equal Opportunity Employment
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