Walking Together Into the AI Future: Stephen Dooley on Innovation, Impact & Legal Tech's Human Side
Description
Hosted by David Cowen | Presented by Steno
Live at ILTACON 2025, in this wide-ranging conversation with Stephen Dooley, Director of Electronic Discovery and Litigation Support at Sullivan & Cromwell, we dig into the new rhythm of legal tech, how it’s evolving, where the real value lives, and why the smartest professionals are not chasing AI, they’re designing with it.
From creative use of ChatGPT to legacy-building with AI-generated video, Stephen shares how he’s redefining productivity, growth, and human connection at work and at home. If you’re feeling overwhelmed by the noise, or wondering how to lead through change, this one will hit home.
Key Topics Covered:
- Why “value” in legal tech is being redefined and what to do about it
- How Sullivan & Cromwell vets new tools, partners, and AI workflows
- The rise of augmented intelligence and how Dooley uses ChatGPT to think, plan, and lead
- Why creativity, not code, is the real differentiator in this AI moment
- What founders, vendors, and buyers must understand about trust and timing
- Lessons from Andrew Sieja, Omar Haroun, and other tech visionaries shaping the next phase
- How to “come together” in a fragmented market and why small pods of connection matter
- A personal look into Stephen’s use of AI for family legacy and memorialization
This Episode is presented by Steno: Smarter transcripts. Faster delivery. Built for modern legal teams.
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💡To learn more about the future of legal innovation, visit https://cowengroup.com/
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