OTC Accounting Manager

Checkbook•San Mateo, CA

14d

About The Position

About Us: Checkbook is a modern payments platform transforming how businesses move money. We deliver secure, compliant, and instant digital payment solutions across a variety of industries. As we scale, we remain steadfast in safeguarding financial accuracy, meeting regulatory expectations, and driving operational excellence. The Role: We are hiring an OTC Accounting Manager to lead financial accounting for over-the-counter (OTC) payment flows, including customer funds management and state money-transmitter (MTL) reporting. This role is highly cross-functional, partnering with Compliance, Legal, Operations, & Product, to ensure every dollar is accounted for and reconciled. The ideal candidate brings deep technical accounting experience within fintech or payments and has a passion for building scalable controls.

Requirements

Bachelor’s degree in Accounting, Finance, or related field required; CPA strongly preferred.
Six or more years of progressive accounting experience, including at least two years in payments, fintech, or financial services.
Solid command of OTC accounting frameworks or platform-based funds flows, including settlement, restricted cash, and customer funds accounting.
Familiarity with state MTL compliance, restricted cash rules, and regulatory reporting cycles.
Expertise in analyzing and validating large, complex datasets to identify discrepancies, trends, and patterns; experience leveraging tools like SQL or Power Query for automation and reconciliation is highly desirable.
Strong proficiency in spreadsheets (Google Sheets or Excel) for advanced data manipulation and modeling; ability to design scalable processes for data integrity and document quality assurance procedures across high-volume transactions.
Exceptional accuracy, organization, and ownership in a fast-moving environment, with a demonstrated ability to proactively identify and resolve discrepancies.

Responsibilities

Own accounting for OTC transaction flows, including settlement & restricted cash movement.
Drive accurate revenue/cost recognition in accordance with U.S. GAAP.
Administer state-by-state MTL reporting obligations, including timely regulatory filings.
Maintain and reconcile restricted cash balances in alignment with state requirements.
Lead daily & month-end reconciliations across customer ledgers, bank accounts, and escrow balances.
Investigate variances proactively and implement durable resolution controls.
Prepare schedules, narratives, and supporting documentation for audits and regulatory reviews.
Serve as a key partner to Compliance & Legal on licensing examinations.
Design & improve OTC accounting workflows, strengthening control maturity.
Collaborate with Product & Engineering to enhance automation & reporting scalability.