How Great Leaders Handle the Pressure of AI Hype

The AI hype cycle is testing leaders everywhere, and Josh and Bob are here to cut through the noise.

Bob opens with a sharp observation. Everyone became an AI zen master overnight, coining terms and jumping on bandwagons while leaders outside that bubble struggle to discern what's real and what's just noise. Josh pushes back on the narrative that AI is causing the massive tech layoffs. His take? Most of those job losses are poor leadership coming home to roost, not AI. Meanwhile, companies that built resilient organizations with intentional hiring are doing the opposite. They're doubling down and using AI as an accelerator.

The conversation lands on why only about 10% of leaders are actually getting this right. These aren't the flashy CEOs grabbing headlines. They're the ones in the middle, running experiments and making thoughtful choices about their people and their future.

Bob introduces the wheat vs chaff leader metaphor and leans on Cat Stevens' "Tea for the Tillerman" to illustrate steady-hand leadership. The tillerman guides the boat from the back, sensing the weather, the water, and the land. That's the kind of leader worth being. Josh shares a powerful counter-example from a law firm that chose to build their own AI instead of adopting Harvey.ai like everyone else. Using the same tool as every other firm makes you look like every other firm. That's wheat leader thinking.

The episode closes with two metaphors to carry forward. Be the wheat, not the chaff. Be a steady hand on the tiller. Your team needs you to be intentional, not reactive.

• Claude Code by Anthropic | AI Coding Agent, Terminal, IDE
• Cat Stevens, Tea for the Tillerman - Wikipedia
• Snap is cutting 1,000 jobs, 16% of its workforce | TechCrunch
• Lenny's Newsletter, "State of the Product Job Market in Early 2026" (the piece Josh referenced on software engineering hiring actually being up)
• Harvey | AI platform for legal and professional services

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