DiscoverCareers and the Business of LawWill Seaton on Legal AI, Context Engineering, and Why Judgment Is the New ROI
Will Seaton on Legal AI, Context Engineering, and Why Judgment Is the New ROI

Will Seaton on Legal AI, Context Engineering, and Why Judgment Is the New ROI

Update: 2025-07-15
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Will Seaton, Chief Customer Officer at DraftWise and former commercial lead at Palantir sits down with David Cowen to unpack what’s really changing at the intersection of AI, contracts, and legal careers. This conversation dives deep into the shift from prompt to context engineering, the rise of roles like forward deployed engineers, and why the future of legal work isn’t about replacing lawyers, it’s about scaling their judgment. If you're serious about where your team, talent, and tech are headed, this is the episode.

Key Topics Covered:

  • What law firms and legal departments can learn from Palantir’s forward deployed model
  • Why context, not prompts is the real power source behind GenAI in legal workflows
  • The new business value of outside counsel: from selling information to selling judgment
  • How tools like DraftWise unlock contract data and turn junior lawyers into high performers fast
  • The evolution of roles in legal: from lawyers to context engineers, data strategists, and AI copilots
  • Augmented intelligence > artificial intelligence: the case for keeping humans in the loop
  • What legal AI tells us about the next wave in the demand and flow of talent

People & Ideas We Mentioned:

  • Alex Karp, CEO of Palantir – the philosopher-CEO shaping how the world thinks about data and power
  • Kyle Bahr from Cleary Gottlieb – sparking smart conversations on context engineering and where legal AI is headed
  • Omar Haroun, founder of Eudia (formerly Text IQ) – pushing the boundaries on augmented intelligence in legal
  • Song of the Day: “Celebrate” by Jordan Rakei – Will’s go-to morning track – Give it a listen

🎧 Subscribe on Apple Podcasts, Spotify, or wherever you listen. Share this episode and take your career from now to next!

💡To learn more about the future of legal innovation, visit https://cowengroup.com/

Never eat alone!

 

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Will Seaton on Legal AI, Context Engineering, and Why Judgment Is the New ROI

Will Seaton on Legal AI, Context Engineering, and Why Judgment Is the New ROI