Investor
Gradient Ventures
Gradient Ventures has backed 5 legal tech companies since 2019, leading 5 of 8 rounds.
Rounds
8
in 5 companies
Led
5
63% of their rounds
Raised in rounds led
$21.1M
total round size, all investors
Most recent
Truth Systems
Seed · Oct 2025
Legal Tech Portfolio
Every round we have tracked with Gradient Ventures on the cap table.
| Date | Company | Stage | Round | Role |
|---|---|---|---|---|
| Oct 28, 2025 | Truth SystemsCompliance & Privacy | Seed | $4M | Lead |
| Jun 5, 2025 | FlankGenAI & Drafting | Series A | $10M | Participant |
| Feb 24, 2025 | PatlyticsIP | Series A | $14M | Participant |
| Jun 10, 2024 | CaseMarkGenAI & Drafting | Seed | $1.7M | Lead |
| Apr 11, 2024 | PatlyticsIP | Seed | $4.5M | Lead |
| Jan 18, 2022 | FlankDoc Automation | Undisclosed | $7M | Lead |
| May 11, 2021 | ContractbookCLM | Series B | $30M | Participant |
| Nov 19, 2019 | ContractbookCLM | Seed | $3.9M | Lead |
Quick Answers
- How many legal tech companies has Gradient Ventures invested in?
- Gradient Ventures has taken part in 8 legal tech rounds across 5 companies since 2019, leading 5.
- What are Gradient Ventures's biggest legal tech deals?
- The largest rounds Gradient Ventures has led include Flank ($7M Undisclosed, 2022), Patlytics ($4.5M Seed, 2024), Truth Systems ($4M Seed, 2025), and Contractbook ($3.9M Seed, 2019).
- Which areas of legal tech does Gradient Ventures invest in?
- Most of Gradient Ventures's legal tech deals are in GenAI Review, Drafting & Assistants (2), Intellectual Property (2), and CLM Systems & Workflows (2).
- Who does Gradient Ventures co-invest with?
- Gradient Ventures most often invests alongside Alumni Ventures, byFounders, Lightspeed Venture Partners, and F-Prime Capital.
Source: Legal Tech Circle funding data, from public announcements. Updated November 10, 2026.