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Checkbook

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Digital checks and push payments for business disbursements

San Mateo, United StatesFounded 2015Fintech
Revenue $1–10M Latest reported FY
Headcount <100 Current team size
Total funding $10–50M Disclosed equity funding
Unlock exact values This page shows ranges. Dealroom has the exact numbers for Checkbook and the history behind them.

About Checkbook

Checkbook is a US payments company that helps businesses send and receive money digitally instead of by paper check. From a web dashboard or a REST API, a business can pay someone using only their name and email address or phone number, and the recipient picks how to take the funds without opening an account.

Its push payments platform covers Digital Checks, ACH, real-time payments, FedNow, push to card, virtual cards and printed or mailed checks. It also offers invoicing, multi-party checks that several payees must endorse, custom printed checkbooks, a white-label marketplace option and integrations with QuickBooks, Sage Intacct and Accounting Seed.

Customers include insurers, lenders, credit unions, software platforms and marketplaces that pay out claims, vendors, contractors, wages, tips and rebates. For property insurance claims it adds CheckSnap remote deposit with digital endorsement and sureti, which pays restoration vendors directly.

Checkbook charges per payment sent, with no monthly fees or percentage-based pricing, and builds custom packages for larger clients.

Source: Dealroom company data

At a glance

Status
Operational
Founded
2015
Headquarters
San Mateo, United States
Employees
52
Open positions
2
Dealroom signal
64.0/100
Industry
Fintech
Sub-industry
Payments, Financial Management Solutions
Sector
Fintech, Accounting, Navigation, Verification, Risk Management, SaaS, Messaging, Printing, Banking, Search Engine
Business model
SaaS
Client focus
B2B
Investment activity
1 company, latest Jan 2025
Capital deployed
—
Preferred round
ACQUISITION

Funding history

5 recorded events

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
SERIES A✓Equity / VC Nov 2021 $10M $40M IA Capital Group · JP Morgan · JPMorgan Chase & Co · MassMutual Ventures —
EARLY VCEquity / VC Sep 2021 $11M $42M Undisclosed —
Showing the latest 2 of 5 recorded eventsBook a demo for the full funding history →

Financials

Revenue over time

Revenue, earnings and other financial measures where available. Years marked “E” are estimates.

YearRevenueGrowth
2026
2025
2024
2023
2022 —
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Growth signals

Checkbook website traffic

Latest recorded traffic for Checkbook is 180K monthly website visits, down 14.3% over the last three months. Checkbook's team grew 2% over the past year.

Latest monthly visits180K 3-month web change-14.3% 1-year team growth+2%
Summary metrics are public; monthly history is available with a demoCompare with peers →

Similar companies

Closest operating peers by Dealroom taxonomy

Company identity and context are open; selected comparison metrics preview what is available on the platform.

Showing 8 of the closest matchesCompare every metric →

Investments and acquisitions

Capital deployed

Recent portfolio relationships for companies that also act as investors or acquirers.

Investors

9 investors on the cap table

From Dealroom's funding and investor records, grouped by the round each investor first entered.

Seed1 investor entered at this stage

  • Boost VC

Series A5 investors entered at this stage

  • MassMutual Ventures
  • IA Capital Group
  • JP Morgan
  • JPMorgan Chase & Co
  • Cross River Bank

Other known investors3 additional known investors

Team profiled 20 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 1 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Global footprint

Workforce and web traffic by country
Workforce by country
5 countries with
team presence
🇺🇸 United States87.9%
🇵🇭 Philippines3%
🇲🇹 Malta3%
🇨🇦 Canada3%
🇫🇷 France3%
5 countries shown

Market sentiment

Posts on X, past 7 days

An AI-synthesised read of the highest-engagement posts about Checkbook on X, ranked by likes and reposts, corporate channels excluded.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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