--- title: 'Checkbook Talent Pool at Checkbook' canonical: 'https://feeny.ai/job/checkbook-talent-pool-checkbook-hq-v8zg0wnzaq2b' type: 'job' last_seen: '2026-09-09' --- # Checkbook Talent Pool at Checkbook - **Company:** Checkbook - **Location:** Hq, OR - **Work type:** remote - **Posted:** 2024-11-06 - **Last confirmed live:** 2026-09-09 - **Apply:** https://job-boards.greenhouse.io/checkbook/jobs/4559559007 ## Job description Join the Checkbook Talent Pool At Checkbook, we don’t just think outside the box .. we throw the box out and build something better! As a trailblazer in the FinTech payments space, we’re revolutionizing the way businesses move money, and we’re always on the lookout for bright, curious, and innovative minds to help us do it. Who’s On Our Radar? We’re open to meeting future rock stars across all teams .. whether you’re an engineer who dreams in code, a marketing guru who can spin stories, or an ops wizard who thrives on process magic. If you’re passionate about payments, ready to challenge the status quo, and have a great sense of humor (because fintech can be fun) we’d love to hear from you! Why Checkbook? - Work with a team of enthusiasts who are pushing boundaries and having a blast while doing it. - Be part of a company that’s all about making complex stuff simple and celebrating each milestone along the way. - Join us in shaping a future where payments are digital, innovation is endless, and our favorite sound is *cha-ching*! How It Works: Send us your resume and a little about what has you excited about FinTech / Checkbook. We’ll keep your info in our talent vault and reach out when the perfect opportunity pops up to bring you on board. So, if you’re eager to make waves in the world of payments, smash that apply button and let’s get this money train rolling. Who knows? You might just be the payment pioneer we’ve been dreaming of! Looking forward to meeting our next great fit :) ## About Checkbook ## Company Overview - **One-liner**: Checkbook is an API-first digital payments platform that enables businesses to disburse payments at scale across all major US payment rails, requiring only a recipient’s name and email. - **Entity Type**: Private (Series A) - **Headquarters**: San Mateo, California, USA - **Founded**: 2015 - **Founders**: PJ Gupta (former Chief Network Architect at Visa) ## Core Business - **Primary industry**: Financial Services / Payment Infrastructure - **Target customers**: B2B – insurance carriers, property TPAs, marketplaces, financial services companies, enterprises of all sizes - **Mission**: To simplify payment disbursements by eliminating paper checks and the burden of collecting sensitive banking data, enabling businesses to send funds efficiently, securely, and at scale. ## Products & Services - **Digital Disbursement Platform (API)**: A single RESTful API that connects businesses to all major US payment rails – ACH, Real-Time Payments (RTP), FedNow, digital checks, paper checks, push-to-card (Visa Direct), virtual cards, Zelle, Venmo, PayPal, and wire transfers. Payments are initiated with only the recipient’s name and email; no enrollment or banking data required. Includes batch workflows, integrations with QuickBooks Online and AccountingSeed, and a white-label dashboard. [checkbook.io](https://checkbook.io/) - **sureti (Insurance Claims Payment Solution)**: Acquired in January 2025, sureti is an end-to-end payment platform purpose-built for the property insurance claims ecosystem. It eliminates multi-party check issuance, provides geospatial fund release substantiation, and integrates with mortgage lenders and lienholders. [insurtechlist.com](https://insurtechlist.com/companies/checkbook/) - **Virtual Cards & Push-to-Card**: Enable instant disbursements to Visa/MasterCard debit cards, including global push-to-card via Visa Direct. [checkbook.io](https://checkbook.io/) - **Digital Wallet Transfers**: Support for PayPal and Venmo disbursements, launched in March 2025. [linkedin.com](https://www.linkedin.com/company/checkbook) ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed - **Key Metric**: Annual Revenue of USD 6.0M (LinkedIn estimate) | Total Funding of USD 24.15M across multiple rounds, including a USD 10M Series A led by MassMutual Ventures (Nov 2021) and participation from Plug and Play Tech Center. [linkedin.com](https://www.linkedin.com/company/checkbook) | [tracxn.com](https://tracxn.com/d/companies/checkbook/__v1UqugMD4B1PL0djG6sbcZe-24K2FiacnQE58ZnQ5-s) - **Notable Investors/Partners**: MassMutual Ventures, Plug and Play Tech Center, J.P. Morgan, Visa - **Growth Signals**: - Acquired sureti (Jan 2025) to deepen insurance vertical capabilities. - Launched global push-to-card payments powered by Visa Direct (Feb 2025). - Integrated PayPal and Venmo digital wallet transfers (Mar 2025). - Recognized as a Leader in B2B Digital Payment Systems by Frost & Sullivan (Apr 2025). - Won two TSG Real Transaction Metrics Awards (2025). - Over 98,000 merchants on the platform. [insurtechlist.com](https://insurtechlist.com/companies/checkbook/) - Employee count grew from 33 (LinkedIn) to 52 (Tracxn, May 2026), indicating scaling. ## Competitive Advantages - **Single API for all US payment rails**: No other processor offers such a unified, easy-to-integrate solution covering ACH, RTP, FedNow, checks, cards, and digital wallets. - **No recipient enrollment required**: Payments can be sent knowing only name and email – drastically reducing friction compared to platforms that require bank account or card details upfront. - **White-label customization**: Full control over user experience, emails, and branding – ideal for marketplaces and platforms. - **Deep insurance vertical expertise**: The sureti acquisition gives Checkbook a specialized, end-to-end solution for property claims disbursements, including geospatial validation and lender integration. ## Strategic Focus - **Insurance vertical expansion**: Leveraging sureti to become the go-to payment platform for property and casualty insurance carriers, TPAs, and catastrophe management teams. - **Global push-to-card and wallet integrations**: Expanding into real-time international disbursements via Visa Direct and popular digital wallets (PayPal, Venmo) to serve a broader range of payout use cases. - **Developer experience and ease of integration**: Continuing to invest in API documentation, pre-built integrations, and a 10-minute setup promise to attract more developers and platforms. ## Why Work Here - **Culture**: “Work hard – play hard” environment with a close-knit, “all for one, one for all” team. The company emphasizes transparency, specificity over corporate speak, and mutual support. [greenhouse.io](https://job-boards.greenhouse.io/checkbook) - **Work Model**: HQ in San Mateo, CA with multiple office locations in the area. Some roles (e.g., Internship Talent Pool) list “HQ or Remote” – indicating flexibility. [linkedin.com](https://www.linkedin.com/company/checkbook) - **Engineering Culture**: API-first, developer-friendly platform; engineers work on cutting-edge payment rails, integrations, and infrastructure. - **Perks & Growth**: Fast-growing company (recent funding, acquisition, awards) offering exposure to fintech innovation and career advancement. Employee rating of 4.3/5 on LinkedIn, with high marks for career development (4.4) and culture (3.9). [linkedin.com](https://www.linkedin.com/company/checkbook) - **Open Roles**: Currently hiring for Mailroom Operations Associate and an Internship Talent Pool – ideal for those looking to get hands-on in a growing fintech startup. [greenhouse.io](https://job-boards.greenhouse.io/checkbook) ## Sources 1. [greenhouse.io](https://job-boards.greenhouse.io/checkbook) – Careers page and culture description 2. [checkbook.io](https://checkbook.io/) – Product details, API documentation, and integrations 3. [linkedin.com](https://www.linkedin.com/company/checkbook) – Company overview, financials, employee count, funding, reviews, and recent news 4. [tracxn.com](https://tracxn.com/d/companies/checkbook/__v1UqugMD4B1PL0djG6sbcZe-24K2FiacnQE58ZnQ5-s) – Funding history, competitor landscape, and employee count 5. [insurtechlist.com](https://insurtechlist.com/companies/checkbook/) – Detailed product description, insurance vertical focus, and acquisition details ## Other roles at Checkbook - [Mailroom Operations Associate](https://feeny.ai/job/mailroom-operations-associate-checkbook-san-mateo-2sygwnfgst64) — San Mateo, CA - [Checkbook Internship Talent Pool](https://feeny.ai/job/checkbook-internship-talent-pool-checkbook-san-mateo-pzjx5fgv1f3e) — San Mateo, CA