Fit Happens: Why CEOs and Leaders Succeed or Fail artwork

Management · Jason Baumgarten

Fit Happens: Why CEOs and Leaders Succeed or Fail

by Jason Baumgarten

Why do talented leaders fail in one role and thrive in the next? Jason Baumgarten has led hundreds of Board, CEO and c-suite transitions at Spencer Stuart. He covers CEO succession, how boards hire a CEO, and shares leadership research alongside candid opinions about leadership and governance. His guests include CEOs, Board Directors, Researchers, Authors and unique executives who share their own observations about leadership but also their own lessons and life stories. Jason covers everything from the impact of technology and AI on leaders to the personal toll and stress of leadership. Every episode brings new lessons, fresh perspectives and a glimpse into a leader’s story.

Latest episodes

Showing 20 · updated from the feed

Why 85 Percent of New CEOs Are First Timers, with Anand Eswaran

What actually makes a leader fit a job, when the written job spec says one thing and the company needs another? That is the question at the center of my conversation with

Oct 15
39 min

The Hidden Science Of Leadership Potential (And Why Most Companies Get It Wrong)

Are you actually spotting leadership potential, or just rewarding polish and confidence? In this solo episode, I break down the most overused word in succession planning

Oct 8
24 min

How Market Research Tricks Leaders into Making The Wrong Decisions

Jon Cohen spent decades calling elections before founding an AI company built to fix his own industry. I sat down with Jon Cohen, founder and CEO of TrueDot.ai, who spen

Oct 1
52 min

Stop Hiring The Person Who Wins The Room

A candidate lights up the room in the debrief, and a year later the company is searching again. Here's why. I open this episode with a scene that will feel familiar to a

Sep 24
22 min

What Wildfires Can Teach Executives About Leadership

Why does experience in one crisis so often fail a leader in the next one? I open this episode with the story of the 1949 Mann Gulch wildfire, where foreman Wagner Dodge l

Sep 17
25 min

What AI Is Doing To Leadership with Liat Ben-Zur

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,

Sep 10
50 min

No One Works Here: What AI Actually Changes About Work

MIT built a job title from scratch because Paul Cheek didn't fit any that existed. Now he's ranking the S&P 500 on AI maturity, and the results may surprise you. We get i

Sep 3
1 h 22 min

Why Nobody Tells the CEO the Truth

Seventy-three seconds after launch, the warning that could have stopped the Challenger disaster had already been softened beyond recognition. In this solo episode, I brea

Aug 27
24 min

He Left Silicon Valley to Run a Retreat in the Andes

He traded Silicon Valley for the Andes and built a life around a completely different definition of leadership. In this episode, I talk with Terry Cumes, CEO of Wilkatika

Aug 20
52 min

Why Six Months Can Turn You Into a Better CEO Candidate

Boards rarely hire the most capable person. They hire the one who feels the safest to defend. In this solo episode, Jason Baumgarten breaks down signaling theory and wha

Aug 13
21 min

Why Krishna Iyer Left Big Tech for a 170-Year-Old Railroad

He spent two decades at the frontier of tech. Then he chose a 177-year-old railroad instead. In this episode, I talk with Krishna Iyer, head of software engineering at B

Aug 6
46 min

The 100 Day Plan Is a Lie. Here's What Actually Works for new CEOs

A new CEO's hundred day plan sounds smart. The research says it's mostly fiction. In this solo episode, Jason Baumgarten traces the hundred day myth back to its real ori

Jul 30
18 min

Group Intelligence Beats Individual Genius with Lexy Franklin

Loneliness and bad fit can feel identical, but they are not the same thing at all. Lexy Franklin, founder of Sidebar and former Facebook product leader behind Messenger K

Jul 23
1 h 06 min

Don't Cast a Halo: Why Great CEOs Get Blamed for Bad Luck

One stock price swing can turn the same leader from visionary genius to reckless failure overnight. In this solo episode, I break down the halo effect, the century-old ps

Jul 16
20 min

Why Your Best Salesperson Makes Your Worst Manager

Your best salesperson just got promoted to manager. Here's why that's often a mistake. In this solo episode, Jason Baumgarten unpacks the Peter Principle, the half-centu

Jul 9
17 min

Why Busy Leaders Still Don't Control Their Own Calendar

If time is your most valuable asset, who's actually deciding how yours gets spent? In this solo episode, I unpack a paradox I see constantly in the leaders I work with:

Jul 2
16 min

Why the Obvious CEO Hire Is So Often the Wrong One

What if the same leader, running the same playbook, could fail in one place and win big in another? That's the question at the heart of my conversation with Jim Citrin,

Jun 25
48 min

Beyond Employee Engagement: How Mattering Transforms Leadership and Executive Search

What if the thing quietly undermining your team's performance isn't strategy, compensation, or culture decks, but whether people feel like they matter? Jennifer Wallace

Jun 18
41 min

The Boardroom Is Broken: How AI Changes Executive Leadership Forever

The boardroom is the last line of defense for AI governance — and most directors aren't ready. Steven Wolfe Pereira has spent 30 years at the intersection of technology,

Jun 11
55 min

Your Schedule Is Your Job — How AI Affects Job Fit

What if the job you have today quietly becomes the job you never agreed to take? In this solo episode, Jason Baumgarten breaks down one of the most underestimated risks

Jun 4
26 min

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#147 ▼ 61 Management US

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Here you find the Apple Podcasts chart positions of Fit Happens: Why CEOs and Leaders Succeed or Fail, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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