Investor
Headline
Headline has backed 2 legal tech companies since 2021, leading 1 of 3 rounds.
Rounds
3
in 2 companies
Led
1
33% of their rounds
Raised in rounds led
$14.1M
total round size, all investors
Most recent
DeepIP
Series B · Mar 2026
Legal Tech Portfolio
Every round we have tracked with Headline on the cap table.
Quick Answers
- How many legal tech companies has Headline invested in?
- Headline has taken part in 3 legal tech rounds across 2 companies since 2021, leading 1.
- What are Headline's biggest legal tech deals?
- The largest rounds Headline has led include Trellis ($14.1M Series A, 2021).
- Which areas of legal tech does Headline invest in?
- Most of Headline's legal tech deals are in Intellectual Property (2) and Legal Research & Analytics (1).
- Who does Headline co-invest with?
- Headline most often invests alongside Serena, Balderton Capital, Korelya Capital, and Resonance.
Source: Legal Tech Circle funding data, from public announcements. Updated November 10, 2026.