Fundraising Fox

Checkbook

San Mateo, US · Delaware corporation · 51 employees on LinkedIn · 3 known investors

Checkbook offers a push payments platform for disbursing payments at scale via digital checks, ACH, real-time payments, push-to-card, virtual cards, and printed or mailed checks. It provides a RESTful API, an online dashboard, and a white-label marketplace for businesses handling mass disbursements and payout flows.

Also known as Checkbook Inc. · Checkbook Payment Holdings, Inc.

Founders & leadership

PG
Pankaj GuptaCo-founder
PG
PJ GuptaFounder

Investors · 3

Also in the syndicate · 1

JPMorgan Chaselead

Reported raises · per SEC filings

Form D private placements

$10.6M disclosed across 1 of 2 rounds · 2021

$10.6MraisedSep 2021 · 25 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Pankaj GuptaExecutive Officer, Director
Offering amount
$11M
Amount sold
$10.6M
First sale
Aug 2021
Incorporated
Corporation, Delaware
Federal exemptions
06b
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

Company profile

researched Aug 2026

Checkbook (Checkbook Inc., operating under Checkbook Payment Holdings, Inc.) is a digital payments company headquartered at 1850 Gateway Dr., Suite 125, San Mateo, California. Its platform is built around a "Digital Check" product that lets a sender initiate a payment by entering only the recipient's name, email address and amount, after which the recipient chooses how to receive the funds. Supported settlement rails include ACH, real-time payments, printed checks, mailed checks via USPS, push-to-card to existing Visa or Mastercard debit and ATM cards, virtual cards, and wallet payouts to Venmo and PayPal. Recipients are not required to sign up for an account, and Checkbook describes its platform as tokenized to protect financial data.

The product is delivered through a RESTful API for programmatic payment tracking, check batching and customer onboarding, and through a full-featured online dashboard that mirrors the API's functionality. Pre-built integrations include QuickBooks Online and AccountingSeed. A white-label marketplace offering lets customers control branding elements such as colors, emails and content, create end users, add bank accounts and facilitate payments between parties, either through direct API calls or via OAuth-hosted flows and modals. Checkbook also offers multi-party payments, a payment facilitator marketplace and integration solutions, targeting use cases from mass disbursements to financial-services marketplaces.

Published rail characteristics differentiate speed and cost: ACH and printed checks start at $1 per transaction and settle in up to three business days, mailed checks start at $1.79 and take roughly three business days, while push-to-card and virtual cards settle in under 20 seconds and real-time payments and wallet payouts in under 60 seconds, with card and RTP pricing quoted through sales. Card, RTP and wallet rails are available 24x7x365, whereas check and ACH rails run on US business days.

Founding story

Checkbook was founded in 2015 by CEO PJ Gupta and is based in California.

Business model

Checkbook sells payment disbursement infrastructure to businesses on an integrated per-transaction pricing basis with no monthly fees, percentages or hidden costs, and offers customized subscription plans for enterprises; one profile states the company also generates revenue from a software package subscription priced at $499 per month. Pricing for certain rails, including push-to-card, virtual cards, real-time payments, Venmo and PayPal, is quoted through sales.

Per-transaction fees on payments sent across its rails (for example, ACH and printed checks starting at $1 and mailed checks at $1.79), plus subscription plans, including an enterprise-customized plan and a reported $499-per-month software subscription.

Traction

Customer testimonials cite use by BCU (consumer lending), Beanworks Solutions, Yooz North America, ACE and Vault.Insurance. Recorded corporate activity includes one acquisition, of Sureti in January 2025.

Latest developments

In January 2025, Checkbook Payment Holdings acquired Sureti, a third-party fund control platform that accelerates property claim payments, and said it would integrate Sureti's vendor network and fund control mechanisms to speed payment processes, including in the mortgage industry.

Full profile — market position, technology, go-to-market, geography, history

Market position

Checkbook positions itself as an all-in-one push payments platform offering a choice of settlement rails as an alternative to paper checks, competing on transparent per-transaction pricing without percentage-based fees. Third-party profiles classify it as a Series A-stage financial services/fintech company in internet software and services.

Checkbook emphasizes recipient choice across multiple deposit rails without requiring the recipient to sign up or the sender to hold the recipient's ACH details, flat per-transaction pricing rather than percentage-based fees, a white-label marketplace giving customers control of branding and user experience, and fast integration via its API or hosted OAuth flows.

Technology

A RESTful API supports payment tracking, batch check sending and customer onboarding from a customer's own site or platform, with OAuth-based hosted flows and modals as an alternative to direct API integration. A web dashboard exposes the same functionality. The platform is tokenized so recipients can enter deposit details without creating an account, and it routes payments across ACH, real-time payments, push-to-card, virtual cards, printed checks and USPS-mailed checks. Checkbook states integrations can be completed in as little as 10 minutes and offers pre-built connectors for QuickBooks Online and AccountingSeed.

Go-to-market

Businesses that need to disburse payments at scale, including accounts payable teams, marketplaces for landlords, freelancers and gig-economy workers, accounting platforms, and financial services marketplaces. Named customer references span credit unions (BCU), accounts payable and AP automation vendors (Beanworks Solutions, Yooz North America), insurance (Vault.Insurance) and ACE, and the company has positioned its acquisition of Sureti toward property claim and mortgage-industry payments.

Geography

Headquartered in San Mateo, California, United States. Check and ACH rails operate on US business days, while card, real-time payment and wallet rails are described as available 24x7x365.

History

Established in 2015 in San Mateo, California, Checkbook built a digital payment system focused on disbursements that reduce reliance on paper checks by offering a choice of settlement rails. In November 2021 the company raised $10 million in a Series A round led by MassMutual Ventures, Cross River Digital Ventures, IA Capital Group and JPMorgan Chase; IA Capital Group, JP Morgan Asset Management and MassMutual Ventures are listed as current investors. In January 2025, Checkbook Payment Holdings acquired Sureti, a third-party fund control platform for accelerating property claim payments.

Compiled by commissioned research from 6 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
ACH payment priceJan 2025Starting at $1 per transaction
Mailed check priceJan 2025Starting at $1.79 per transaction
Printed check priceJan 2025Starting at $1 per transaction
Subscription price for software packageJan 2021$499

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Competitors · 10

by search overlap
Stripe1449 shared keywordsStripe provides financial infrastructure for businesses to accept payments, offer financial services, and implement custom revenue models across international markets in 135+ currencies.
Bill.com Holdings, Inc.1248 shared keywordsBILL is a unified financial operations platform that automates accounts payable, receivables, and spend management for businesses. The platform processes over $345 billion in annual payment volume and serves nearly 500,000 customers across the US and 130+ countries.
GoCardless1153 shared keywordsGoCardless provides bank payment collection and open banking data access services. The platform enables businesses to collect domestic and international payments via bank accounts and securely access customer bank account data across 2,300+ banks in the UK and Europe.
Wise1146 shared keywordsWise is a financial platform offering international money transfers, multi-currency accounts, and debit cards with low fees and competitive exchange rates, serving millions of users globally.
Ramp1098 shared keywordsRamp offers a finance platform that combines corporate cards, expense management, and AI-driven automation for receipt capture, transaction coding, and reimbursements. It serves finance teams and businesses looking to consolidate spending tools and automate accounting workflows.
Experian922 shared keywordsExperian offers consumers tools to access their credit report and FICO Score, build credit, and manage money, including credit card matching, bill and subscription negotiation, car insurance comparison, and a digital checking account with debit card. It serves individual U.S. consumers through its app and financial products.
Chase885 shared keywordsA wealth management and investing service (J.P. Morgan Wealth Management via Chase) offering self-directed brokerage accounts with commission-free online trades as well as one-on-one advisor services, financial planning tools, and retirement accounts. It serves individual retail investors ranging from beginners to experienced investors in the United States.
Industries877 shared keywordsJ.P. Morgan is a global financial services firm serving corporations and individuals in more than 100 countries, offering investment research, tools, data, analytics, and advisory services. It supports institutional investors, asset and fund managers, hedge funds, broker dealers, and equity issuers with liquidity, fixed income strategies, and equity compensation solutions.
Modern Treasury839 shared keywordsModern Treasury provides a payments infrastructure platform that enables businesses to move and track money across fiat and stablecoin rails through a single API. The company serves enterprises and financial service providers looking to streamline payment operations across multiple currencies, regions, and payment systems.
Jetlore836 shared keywordsJetlore was a Palo Alto AI startup that turned unstructured retail product data into structured attributes so merchants could personalise what each shopper saw. Founded by Stanford researchers, it raised from Sierra Ventures, Alsop Louie Partners, Fenox Venture Capital, BRM Capital and Mercury Fund, and PayPal acquired it in 2018.

Companies competing with Checkbook for the same Google search keywords, organic and paid, via search-intersection analysis.

Timeline · 2

launches, deals, and filings
Jan 2025
Checkbook Payment Holdings acquires Sureti

Checkbook Payment Holdings acquired Sureti, a third-party fund control platform used to accelerate property claim payments; Checkbook said it would integrate Sureti's vendor network and fund control mechanisms to speed payment processes, including in the mortgage industry.

source ↗

Nov 2021
Checkbook raises $10 million Series A

Checkbook Inc. raised USD 10 million in a Series A round led by MassMutual Ventures, Cross River Digital Ventures, IA Capital Group and JPMorgan Chase.

$10M source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

Legal entities · 1

corporate structure
CheckbookDelaware

In the news

Research sources · 6

primary sources listed

6 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Checkbook do?
Checkbook is a San Mateo-based push payments platform for disbursing funds via digital checks, ACH, RTP, cards and mailed checks.
Who founded Checkbook?
Checkbook was founded by Pankaj Gupta, PJ Gupta.
Who are Checkbook's investors?
Checkbook's investors include MassMutual Ventures, Rocketship.vc.
How much funding has Checkbook raised?
Checkbook has disclosed $10.6M raised across 1 of its 2 known rounds.
Where is Checkbook headquartered?
Checkbook is headquartered in San Mateo, US.