In the latest Real Lawyers podcast episode, Kevin O’Keefe sits down at ClioCon with Chris Stock, Clio’s VP of Legal Content and Migrations. Stock traces his path from early document automation work in Australia to his current focus at Clio.
The conversation covers Draft’s attention to everyday documents, how AI workmates are positioned and why culture and mission matter when building for real clients.
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Episode outline
- 00:01 — ClioCon setting and guest intro
- 00:49 — Early automation work in a small firm and learning by search
- 02:11 — First ClioCon impressions and moving from advisor to full time in 2023
- 02:52 — Jack Newton, vision and why the mission resonated
- 04:25 — Early meetings and culture showing up in day-to-day interactions
- 04:54 — Lessons from larger companies and what “culture as product” means
- 06:30 — Document automation defined and how lawyers think about Draft
- 08:30 — Common family law clauses, standard content and where AI workmates fit
- 08:58 — “Enter data once” and generating needed documents together
- 09:47 — Pivot to reentry and who is missing from the legal market
- 10:36 — Getting involved with New Jersey reentry efforts
- 12:13 — Second chances and barriers for returning citizens
- 13:09 — Meeting JJ Velazquez and how stories shape perspective
- 14:57 — “Natural life” and programs that prepare people to come home
- 17:54 — Generational incarceration and what real support looks like
- 19:58 — The latent legal market and municipal courts as a proving ground
- 22:01 — Closing thoughts on teams, learning and execution
Key takeaways
- Draft focuses on common day-to-day documents where time and accuracy matter
- AI workmates are positioned as assistants alongside drafting
- Simple principles like “enter data once” still reduce friction
- Reentry stories highlight barriers that legal tools can help lower
- The latent legal market shows up in municipal courts where a lawyer can change outcomes
