Checkbook

Checkbook

Digital payments platform replacing checks

Overview

Checkbook.io provides a digital payments platform for businesses to send and receive instant payments via email or phone, replacing paper checks and expensive transfers. It supports mass payments via CSV uploads and integrates with accounting software like Sage-Intacct, AccountingSeed, QuickBooks, and Moneypod; recipients do not need a Checkbook account. The platform includes an integrated accounting dashboard with live payment tracking for real-time visibility. Its goal is to offer a simple, affordable, and transparent digital payments option that reduces payment friction and costs (under $1 per transaction).

About Checkbook

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

Industries

Enterprise Software

Fintech

Financial Services

Company Size

11-50

Company Stage

Series A

Total Funding

$22.4M

Headquarters

San Mateo, California

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • Visa Direct partnership expands real-time disbursement reach across millions endpoints nationwide.
  • Eisen Disbursement Hub addresses CFPB enforcement on account closures, capturing compliance-driven demand.
  • Plaid integration streamlines bank onboarding, reducing friction for enterprise customer acquisition.

What critics are saying

  • Stripe Treasury directly competes with multi-rail model at lower costs for enterprises.
  • Visa Direct commoditization enables competitors like Adyen to replicate real-time disbursements.
  • FinCEN PayFac rules increase compliance costs, threatening sub-$1 transaction pricing model.

What makes Checkbook unique

  • Single API supports 10+ payment rails including ACH, RTP, FedNow, checks, cards, Zelle.
  • White-labeled solution enables partners like Line to scale to millions annual payments.
  • Recipients need no signup or bank details; payments via email or phone number.

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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
Discord
$10M
Checkbook
$15M
Canva
$30M
Kalshi

Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

4%

2 year growth

4%
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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