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.
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