Hybrid Payment Operations Manager

at CLASP

• Job title: Payment Operations Manager
• Job type: Full Time
• Experience level: Mid level, Senior
• Salary: $100,000 - $130,000 per year
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, Boston, United States

About the role

• Payment Operations Manager leading end-to-end repayment operations to support Clasp's educational financing platform. Ensuring accurate repayment execution and enhancing operational workflows for employer partners' employees.

Responsibilities

• Own the full repayment operations lifecycle – from roster validation and repayment scheduling to invoicing, reconciliation, and confirmation.
• Execute and optimize monthly repayment cycles: QA repayment schedules, validate employee eligibility, and ensure accurate invoicing and disbursement of employer funds.
• Manage repayment exceptions and escalations: Track failed transactions, reversals, and manual payments (e.g., pay-by-phone with loan servicers) to resolution, identifying root causes and designing prevention mechanisms.
• Develop and maintain operational playbooks for repayment workflows, exception handling, and compliance procedures.
• Partner with Finance and external payment partners (e.g., Dwolla) to reconcile transactions, confirm disbursements, and ensure regulatory compliance.
• Collaborate with Product & Engineering to drive automation of repayment workflows, improve error handling, and enhance visibility into repayment data.
• Support Partner Success in resolving employer-related repayment inquiries and ensuring smooth fund transfers.
• Monitor and report repayment performance metrics, highlighting trends, risk factors, and opportunities for process improvement.
• Ensure compliance with industry and regulatory standards governing education finance and payments.

Requirements

• 3–5 years of experience in repayment operations, financial operations, payments, or benefits administration.
• High attention to detail with a strong commitment to accuracy and data integrity.
• Familiarity with payment operations tools (e.g., ACH processing, reconciliation workflows, or payment platforms like Dwolla, Plaid, or similar).
• Strong process management skills – comfortable managing recurring cycles with precision and accountability.
• Analytical mindset with proficiency in Excel/Google Sheets for data validation and reconciliation.
• Excellent communication skills – able to translate complex operational issues clearly across technical and non-technical stakeholders.
• Experience in regulated industries (fintech, benefits, or financial services) and a willingness to become a subject matter expert in repayment and compliance.
• Bias toward action and ownership – able to balance strategic thinking with hands-on execution.

Benefits

• Competitive cash and equity compensation
• Health benefits (health, dental, & vision)
• 401k with match
• Commuter benefits
• Flexible PTO policy
• Opportunities to grow and perform in a fast-paced environment alongside a stellar team.