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.
Key Responsibilities:
OTC Accounting & Reporting
- Own accounting for OTC transaction flows, including settlement & restricted cash movement.
- Drive accurate revenue/cost recognition in accordance with U.S. GAAP.
Money Transmitter Licensing (MTL) Compliance
- Administer state-by-state MTL reporting obligations, including timely regulatory filings.
- Maintain and reconcile restricted cash balances in alignment with state requirements.
Customer Account Reconciliation
- Lead daily & month-end reconciliations across customer ledgers, bank accounts, and escrow balances.
- Investigate variances proactively and implement durable resolution controls.
Audit & Regulatory Support
- Prepare schedules, narratives, and supporting documentation for audits and regulatory reviews.
- Serve as a key partner to Compliance & Legal on licensing examinations.
Process Optimization
- Design & improve OTC accounting workflows, strengthening control maturity.
- Collaborate with Product & Engineering to enhance automation & reporting scalability.
Qualifications:
- 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.
Benefits & Perks:
- Insurance (Medical, Dental, Vision, LTD, and a variety of other programs)
- 401k
- Equity
- Catered meals (in office)
- Mileage Reimbursement
Variable Base + Equity (based on experience)
*Equal Opportunities Employment Statement*
It is our policy to provide equal opportunities for all employees in relation to recruitment, training and promotion. Decisions in these areas will be made only by reference to the requirements of the job and shall not be influenced by any consideration of age, disability, gender reassignment, marriage or civil partnership, pregnancy or maternity, race (including color, nationality and ethnic and national origin), religion or belief, sex or sexual orientation.
If you are interested in applying for employment and need special assistance or an accommodation to use our website to apply for a position, please contact us directly.
** To all recruitment agencies: Checkbook.io does not accept unsolicited agency resumes. Please do not forward resumes to Checkbook employees. Checkbook is not responsible for any fees related to unsolicited resumes and will not pay fees to any third-party agency or company **
Top Skills
What We Do
Accounts Payable (and Receivable, too) Made Easy!
At Checkbook, we have built a way to send and receive Digital Checks instead of dealing with paper and postage, or expensive online transactions. Digital Checks offer a clear financial and operational advantage for businesses with instant delivery, and online deposit, at a fraction of the cost of other payment options. Just $1 per transaction, regardless of the amount.
No more stuffing and stamping. Simply hit ‘Send’
Send digital checks in seconds with our seamless interface at www.checkbook.io. Simply enter the recipient’s name, email, and the amount -that’s it! The recipient will receive an email of their check that they can instantly deposit, or print if they choose. Have multiple recipients? Upload a CSV file and send mass checks easily. We’re also integrated with Quickbooks! Download the app at the Intuit Marketplace.
Easy Onboarding
The convenience of Checkbook is that recipients do not need a Checkbook account, just an email address. We take care of the rest with instant bank account verification for on-the-spot deposit -or they can print a paper check, if that’s their preference.
Live Check Tracking
No more “I never received a check.” With Checkbook’s integrated accounting dashboard, you can follow every digital check through every point of the process, from delivery and deposit to posting.
The Bottomline
Checkbook’s Digital Check technology is an end-to-end, simplified payments solution that combines both cost-savings and convenience. Get rid of check clutter and go digital today!







