
Legaltech Week 11/21/2025: TLTF Summit takeaways, AI training for young lawyers, and more
Nov 26, 2025
This discussion features Reese Dipshan, editor and legal tech news contributor, who shares insights from the TLTF Summit on the dynamics between startups and investors. Stephanie Wilkins, director at Legal Tech Hub, talks about AI training for young lawyers and the importance of 'AI Essentials.' Victor Lee provides an analysis on private equity's influence in law, while Nikki Black examines the impact of MSOs on legal practice. Julie Sobowale rounds it out with a Canadian perspective on AI regulation, focusing on Cohere's role.
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Episode notes
Summit Growth Changed Serendipity
- Bob Ambrogi described the TLTF Summit's growth from ~150 to ~875 attendees over four years.
- He said the expansion reduced some serendipitous 'who's here' encounters he valued at earlier summits.
First-Time Attendee Notes The Frenzy
- Reese Dipshan recounted first-time impressions: great sessions but cramped rooms and hectic pacing.
- He observed a strong investor-startup frenzy driven by AI funding and many international startups attending.
Basic AI Training Still Highly Valued
- Stephanie Wilkins highlighted that 'AI Essentials' sessions were packed even among seasoned attendees.
- She concluded basic AI training still matters because many people—regardless of seniority—gain practical value from it.

