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Checkbook

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Connecting the last mile in push payments using DigitalChecks for Instant Payments

San Mateo, United StatesFounded 2015Fintech
Valuation $25–50M Last recorded · 2021
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.io provides a streamlined digital payment platform designed to replace traditional paper checks and expensive online transactions. The service caters to businesses looking for efficient and cost-effective payment solutions. By allowing users to send and receive payments instantly via email or phone number, Checkbook.io eliminates the need for physical checks and postage. The platform supports mass payments through CSV file uploads and integrates seamlessly with popular accounting software like Sage-Intacct, AccountingSeed, Quickbooks, and Moneypod. Recipients do not need a Checkbook account, simplifying the onboarding process. Additionally, Checkbook.io offers live payment tracking through an integrated accounting dashboard, ensuring transparency and control over the payment process. The business model revolves around charging less than $1 per transaction, making it a cost-effective alternative for businesses.

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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