Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre

Ryan Lee is Founder and CEO of Trident Advisors, where he helps organizations accelerate AI-driven transformation and build intelligent workflow automation into the fabric of how they operate. He has shipped mission-critical systems at Apple Pay, Visa, and ADT, and is one of the few practitioners in the space who has led both the building and the advising sides of enterprise technology at scale. In this episode, Oz and Ryan go wide, covering what the Sears-to-Amazon and Blockbuster-to-Netflix transitions tell us about the companies most at risk right now, why expertise still precedes leverage in an AI-native world, and what it actually means to build with agents.

Jun 10, 2026
# mins
Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre

Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre

Ryan Lee is Founder and CEO of Trident Advisors, where he helps organizations accelerate AI-driven transformation and build intelligent workflow automation into the fabric of how they operate. He has shipped mission-critical systems at Apple Pay, Visa, and ADT, and is one of the few practitioners in the space who has led both the building and the advising sides of enterprise technology at scale. In this episode, Oz and Ryan go wide, covering what the Sears-to-Amazon and Blockbuster-to-Netflix transitions tell us about the companies most at risk right now, why expertise still precedes leverage in an AI-native world, and what it actually means to build with agents.

Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre

Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre

Ryan Lee is Founder and CEO of Trident Advisors, where he helps organizations accelerate AI-driven transformation and build intelligent workflow automation into the fabric of how they operate. He has shipped mission-critical systems at Apple Pay, Visa, and ADT, and is one of the few practitioners in the space who has led both the building and the advising sides of enterprise technology at scale. In this episode, Oz and Ryan go wide, covering what the Sears-to-Amazon and Blockbuster-to-Netflix transitions tell us about the companies most at risk right now, why expertise still precedes leverage in an AI-native world, and what it actually means to build with agents.

Podcast: Ryan Lee — Takes on Talent: Why AI Makes Mediocre People More Mediocre
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