Crosby
Crosby operates an AI-assisted legal service in which software agents and lawyers review, redline, and negotiate commercial contracts through email, Slack, and CLM workflows.
freee Sign
Freee Sign Inc. operates an electronic contracting platform for template-based document preparation, approval workflows, electronic signing, status tracking, and repository management of executed contracts.
Crosby vs freee Sign
At a Glance
| Detail | Crosby | freee Sign |
|---|---|---|
| Category | CLM | CLM |
| Total raised | $85.8M | Not disclosed |
| Rounds tracked | 3 | Not disclosed |
| Latest round | Series B, $60M · Mar 2026 | Not disclosed |
| Last valuation | Not disclosed | Not disclosed |
| Lead investors | Lux Capital, Index Ventures, Sequoia Capital, Bain Capital Ventures | Not disclosed |
| Built for | Not disclosed | Not disclosed |
| Headquarters | US | Not disclosed |
Funding, Side by Side
Crosby rounds
- Mar 2026Series B$60M
- Oct 2025Series A$20M
- Jun 2025Seed$5.8M
freee Sign rounds
No public rounds tracked yet.
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, Crosby or freee Sign?
- Crosby has raised $85.8M in disclosed funding, compared with no disclosed amount for freee Sign.
- What is Crosby best for?
- Crosby operates an AI-assisted legal service in which software agents and lawyers review, redline, and negotiate commercial contracts through email, Slack, and CLM workflows.
- What is freee Sign best for?
- Freee Sign Inc. operates an electronic contracting platform for template-based document preparation, approval workflows, electronic signing, status tracking, and repository management of executed contracts.
Source: Legal Tech Circle funding data, from public announcements. Updated November 11, 2026.