Fit Happens: The Executive Search Podcast
Sep 10, 2026 · 51 min · 11 segments
A leader who looks safe on paper might be the riskiest hire you make in the AI era. That's the paradox at the center of this conversation. I sit down with Liat Ben-Zur, a longtime technology…
Liat Ben-ZurGuest
Jason BaumgartenHost
I'm Jason Baumgarten, and you're listening to Fit Happens, the podcast where top leaders, investors, and board directors share the stories, surprises, and hard-earned lessons behind finding the right fit.

For most of corporate history, we've selected senior leaders partly by looking for evidence that they've seen the movie before.

But in the AI era, can experience actually become a liability if it causes you to apply yesterday's playbooks to fundamentally different problems? So here's a paradox I'd love to start with.

Is a leader who looks safe on paper becoming the riskiest person to hire? And what are the characteristics that used to look risky or unconventional that are actually becoming valuable as we enter this amazing period of change? Today, I'm here with guest Liat Benzer, who has had an incredible career and is a new author.

And we're going to talk about both her career and her book on today's episode of Fit Happens.
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I'm Jason Baumgarten, and you're listening to Fit Happens, the podcast where top leaders, investors, and board directors share the stories, surprises, and hard-earned lessons behind finding the right fit.

For most of corporate history, we've selected senior leaders partly by looking for evidence that they've seen the movie before.

But in the AI era, can experience actually become a liability if it causes you to apply yesterday's playbooks to fundamentally different problems? So here's a paradox I'd love to start with.

Is a leader who looks safe on paper becoming the riskiest person to hire? And what are the characteristics that used to look risky or unconventional that are actually becoming valuable as we enter this amazing period of change? Today, I'm here with guest Liat Benzer, who has had an incredible career and is a new author.

And we're going to talk about both her career and her book on today's episode of Fit Happens.