
Real-Time Revolution: How AI is Changing the Deposition Game with Dean Whalen & John Skelton
From Legal Late Night by The Legal Broadcasting Company
April 16, 2026 · 58 min · Episode 50
About this episode
Jared Correia discusses micromanagement in the legal industry and interviews Dean Whalen and John Skelton about AI's impact on depositions.
Jared Correia tackles the "Bill Lumberg" problem in the legal industry: micromanagement. Jared explores how managing attorneys can find a balance between oversight and obsession by leveraging modern case management and workflow tools to "observe without being menacing" . Next, the show features a rare "double guest" interview with Dean Whalen , Chief Legal Officer of ReadBack , and John Skelton , Partner at Seyfarth Shaw, LLP . In an incredible trip down memory lane, John Skelton shares the inside story of how he helped keep the New England Patriots in Foxboro in 1993 by leveraging a unique stadium lease to block a move to St. Louis . The conversation dives deep into the future of litigation with ReadBack , an AI-based deposition software that provides "real-time" text to attorneys. John and Dean discuss the massive competitive advantages of real-time transcripts, including the ability to catch non-responsive answers in the moment and search Q&A while the witness is still on the record. Finally, the trio revisits the 1980s in the Counter Program for a high-stakes round of "Guess the Next Lyric," where Dean reveals his surprisingly deep knowledge of Janet Jackson trivia. Learn…
People in this episode
Host: Jared Correia
Guests: Dean Whalen, John Skelton
Topics covered
- AI in law
- deposition technology
- micromanagement
- legal industry
- real-time transcripts
- litigation
Keywords
- AI
- deposition
- legal technology
- micromanagement
- real-time transcripts
- litigation
- New England Patriots
- workflow tools
Sponsors
CallRail, Attorney at Work Today, Lawyer 2 Lawyer
Mentioned in this episode
Organizations: ReadBack, Seyfarth Shaw, LLP, New England Patriots
More episodes of Legal Late Night
- Kirkland and Ellis's Half Billion Dollar AI Play and Taly Goody on Building a Niche Law Firm · June 11, 2026 · 57 min
- Karin Conroy on Conroy Creative Counsel, AI, and Podcasting · June 4, 2026 · 52 min
- Harshita Ganesh on Reclaiming Content Control for Women · May 21, 2026 · 60 min
- Diana Scott on the Future of Managed IT and Managed AI Governance for Lawyers · May 14, 2026 · 55 min
- Interstellar, Inversion, and International Tax: A Deep Dive with Jamie Zug · May 7, 2026 · 1h 1m
- People, Process, Tech: Why Your Law Firm Marketing Data is "Dirty" · April 30, 2026 · 47 min
Explore listener stats, chart rankings, contacts and more on the Legal Late Night podcast page.