Apply on Employer Site

Clasp · 1 month ago

Repayment Operations Manager

Boston, MA

Full-time

Onsite

Mid, Senior Level

$100K/yr - $130K/yr

3+ years exp

Clasp is a venture-backed startup focused on transforming access to education and career pathways. The Repayment Operations Manager will lead the operations for education repayment programs, ensuring accurate and efficient repayment cycles while continuously improving operational infrastructure.

EducationFinanceFinancial Services

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

Qualification

Repayment operations experiencePayment operations toolsProcess management skillsAnalytical mindsetCommunication skillsExperience in regulated industriesBias toward actionLoan servicing experienceAPI-driven payment integrationsAttention to detail

Required

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