In this episode, we’re joined by Taylor Halsted of Shamrock Capital to interrogate the illusion of AI efficiency. What if the mess we’re trying to automate out of work is actually where creativity, connection, and culture live?

Details in the Show

• Why “Head of AI” might be the new “Webmaster”—and just as misguided
• The difference between performing productivity and producing outcomes
• Whether AI is making us more emotionally honest—or just better at faking it
• “AI guilt,” last-mile problems, and the hidden costs of over-orchestration
• Messy work, vibecoding, and the underrated value of creative friction
• What it takes to build AI culture without losing the human core

Learn more about ON_Discourse.

About ON_Discourse

ON_Discourse is a private community of C-suite leaders, investors, and innovators who come together to challenge assumptions, sharpen ideas, and drive transformation through discourse. 

As an experiment in modern discourse, the show’s hosts co-founders, Toby Daniels, Dan Gardner, and Head of Discourse, Matt Chmiel, explore how emerging technologies, such as AI are reshaping business, creativity, and culture, grounded in the real-world experiences that emerge from our community’s private Group Chats.

Learn more about becoming part of the community: ondiscourse.com

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