C

Checkbook

Push payments and digital checks platform

Overview

Checkbook digitizes business disbursements, enabling companies to pay and receive money without paper checks. It works via a push-payments platform accessible through a web dashboard or API, supporting Digital Checks, ACH, real-time payments, FedNow, push to card, virtual cards, and even printed or mailed checks; payees are identified by name and email or phone, and recipients choose how to receive funds. The service includes invoicing, multi-party checks, customizable checkbooks, a white-label marketplace, and integrations with QuickBooks, Sage Intacct, and Accounting Seed, with specialized tools like CheckSnap for insurance claims. Its goal is to simplify and speed up disbursements by replacing traditional checks with flexible, programmable digital payments, offered on per-payment pricing with custom packages for larger clients.

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About Checkbook

Simplify's Rating
Why Checkbook is rated
C+
Rated C on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Enterprise SoftwareFintechFinancial Services

Company Size

51-200

Company Stage

Series A

Total Funding

$22.4M

Headquarters

San Mateo, CA

Founded

2015

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Simplify's take

What believers are saying

  • Visa Direct partnership updated November 2, 2026 keeps Checkbook visible in instant disbursements.
  • October 2026 blockchain-enabled digital checks and the August 2026 expansion broaden claim and rental demand.
  • Eisen’s May 2026 Disbursement Hub and Castifi’s November 2026 launch validate new verticals.

What critics are saying

  • Routable’s October 2026 analysis says Checkbook lacks international payouts and automatic rail fallback.
  • Tipalti, Wise, and PayPal now bundle payouts, compliance, and wallets more aggressively.
  • If Visa or another rail partner reprices access, Checkbook’s instant-payment economics collapse quickly.

What makes Checkbook unique

  • Checkbook’s January 16, 2026 co-CEO reset signals operational specialization, not a generic fintech stack.
  • Visa Direct partnership gives Checkbook instant payout reach through one API.
  • Its digital checks plus ACH, RTP, FedNow, and push-to-card coverage reduces vendor sprawl.

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Funding

Total Funding

$22.4M

Above

Industry Average

Funded Over

3 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Below Average

Industry standards

$15M
$8.2M
$10M
$15M
$30M

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • 401(k) Retirement Plan
  • Company Equity

Growth & Insights and Company News

6 month growth

2%

1 year growth

-5%

2 year growth

2%
The Fintech
Apr 15th, 2025
Checkbook Recognized as a Leader in Digital Payment Solutions by Frost & Sullivan

Checkbook, a leading innovator in digital payment solutions, has been named a leader in B2B Digital Payments by Frost & Sullivan in B2B Digital Payment Systems 2025.

Yahoo Finance
Mar 19th, 2025
In This Article:

PayPal Holdings experienced a 1% price increase last week, a move that coincided with Checkbook's launch of new payment rails.

PYMNTS
Aug 22nd, 2024
Checkbook Expands Payment Operations Amid Shift From Paper Checks

Payments solution provider Checkbook has expanded its payment operations. The company announced this expansion in a Thursday (Aug. 22) news release, saying it marked a milestone in “streamlining check and payment operations for a variety of business use cases in the U.S.”. According to the release, Checkbook has seen a surge in interest from industries like the rental, legal, government and banking sectors, spotlighting a rising demand for efficient and streamlined payment operations

PYMNTS
May 17th, 2024
Eisen And Checkbook Partner To Streamline Disbursements By Financial Institutions

Eisen and Checkbook partnered to help financial institutions streamline payment disbursements and ensure compliance with consumer protection regulations. The companies’ new Disbursement Hub is designed to help financial institutions meet the challenge of the evolving regulatory landscape around account closures and fund disbursements, according to a Thursday (May 16) press release. “Our strategic partnership is a crucial step to help financial institutions navigate the complexities of compliant offboarding and consumer protection, without dedicating an entire team to manage the process,” Eisen CEO Allen Osgood said in the release

Business Wire
May 16th, 2024
Eisen And Checkbook Revolutionize Payment Disbursements With Launch Of Disbursement Hub

SAN MATEO, Calif.--(BUSINESS WIRE)--In response to the evolving regulatory landscape surrounding account closures and fund disbursements, leading financial technology companies Eisen and Checkbook have joined forces to introduce Disbursement Hub—a groundbreaking solution designed to streamline payment disbursements and ensure compliance with consumer protection regulations. The Consumer Financial Protection Bureau (CFPB) has heightened its enforcement efforts, placing a spotlight on the prompt handling of refunds when accounts are closed. Failure to act quickly can result in significant penalties, making it imperative for financial institutions to align their processes with regulatory requirements. Disbursement Hub offers a comprehensive solution to assist institutions in navigating the complexities of account closures and fund disbursements efficiently. Eisen is building the future of account offboarding across the three critical phases of closing customer accounts—Outreach, Disbursement, and Escheatment—with a focus on meticulous attention to detail and adherence to regulatory timelines. Eisen chose Checkbook to power Disbursement Hub to replace manual workflows, reduce errors, save time, and ensure timely compliance with regulatory guidelines

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