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Market Tracked raises in 2026$3.41B+$183M this week Rounds76 LatestBlue J$176M Series E Tuesday, November 10

Checkbox

Checkbox is a legal front door for in-house legal teams that captures, triages, automates and reports on legal requests.

OpenLaw

AI platform matching people with vetted attorneys.

Checkbox vs OpenLaw

At a Glance

DetailCheckboxOpenLaw
CategoryIntake & PortalsIntake & Portals
Total raised$27.5M$3.5M
Rounds tracked21
Latest roundSeries A, $23M · Jan 2026Seed, $3.5M · Jul 2025
Last valuationNot disclosedNot disclosed
Lead investorsTouring Capital, Surge (Sequoia India), Tidal VenturesFlint Capital, Slauson & Co
Built forIn-house teamsNot disclosed
HeadquartersUSUS

Funding, Side by Side

Checkbox$27.5M
OpenLaw$3.5M
Checkbox rounds
  1. Jan 2026Series A$23M
  2. Jan 2022Pre-Series A$4.5M
OpenLaw rounds
  1. Jul 2025Seed$3.5M

Our Take

We have not tested these two head to head yet. The numbers above come from public funding announcements. If you use either one, tell us what you found and it may become a Field Note.

Quick Answers

Which has raised more, Checkbox or OpenLaw?
Checkbox has raised $27.5M in disclosed funding, compared with $3.5M for OpenLaw.
Do Checkbox and OpenLaw share investors?
No. None of the investors we track have backed both companies.
What is Checkbox best for?
Checkbox is a legal front door for in-house legal teams that captures, triages, automates and reports on legal requests.
What is OpenLaw best for?
AI platform matching people with vetted attorneys.

Source: Legal Tech Circle funding data, from public announcements. Updated November 10, 2026.