Mastering Leadership Transitions with Michael Watkins

Mastering Leadership Transitions with Michael Watkins

In today's episode, I am joined by Michael Watkins, the author of The First 90 Days. We discuss leadership transitions, how to make them successful, and what happens if they don't go well.

Michael emphasizes the importance of understanding the challenges, planning the process of engaging with key stakeholders early on, and being thoughtful about how you arrive in the new organization. He also highlights the balance between learning and connecting, and deciding and acting. If a transition does not go well, recovery is possible, but it depends on how much damage has been done.

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Episoder(1187)

The February Jobs Disaster, the Uber Culture War, and Why Enterprise AI Is Still Mostly Hype

The February Jobs Disaster, the Uber Culture War, and Why Enterprise AI Is Still Mostly Hype

March 6, 2026: The U.S. economy lost 92,000 jobs in February — and the headline number is almost the least interesting part of the story. When you break down where the losses actually came from, you g...

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Anthropic Built an Early Warning System for AI Job Loss, Here's What It's Already Detecting

Anthropic Built an Early Warning System for AI Job Loss, Here's What It's Already Detecting

March 5, 2026: The company making AI (Anthropic) just published real data on what AI is actually doing to jobs — and the finding that should concern everyone isn't layoffs. It's that the hiring door f...

6 Mar 48min

AI Is Hiring, Gen Z Is Struggling, Your Meetings Are Fake, and Our Schools Are Broken

AI Is Hiring, Gen Z Is Struggling, Your Meetings Are Fake, and Our Schools Are Broken

March 4, 2026: The ECB just released new data showing companies that use AI are hiring, not firing — but the full story of what happened to bank tellers reveals why that optimism has a shelf life. USA...

4 Mar 41min

The CEO AI Paradox, Job Hugging, and Why Electricians Are the Hottest Job in Tech

The CEO AI Paradox, Job Hugging, and Why Electricians Are the Hottest Job in Tech

March 3, 2026: The hype around AI and jobs is loud. The actual data tells a more nuanced story. This week, Stanford economist Nick Bloom released the most rigorous study yet on AI's impact on employme...

4 Mar 37min

Solving the $2 Trillion Student Debt Crisis with U.S. News & World Report CEO Eric Gertler

Solving the $2 Trillion Student Debt Crisis with U.S. News & World Report CEO Eric Gertler

Many parents and leaders are wondering if a college degree is still worth the high educational costs. With student debt reaching nearly $2 trillion and the AI impact changing the future of work, the t...

2 Mar 48min

Jack Dorsey Just Fired 40% of His Company. Stock Soared 24%. He Says You're Next

Jack Dorsey Just Fired 40% of His Company. Stock Soared 24%. He Says You're Next

February 27, 2026: Jack Dorsey cuts 40% of Block's workforce — 4,000 jobs — credits AI, and predicts most companies will follow within a year. We do a deep dive on whether this is genuine AI transform...

27 Feb 38min

Engineers Are Burning Out, Young Workers Are Shut Out, and Trade Schools Are Suddenly Elite

Engineers Are Burning Out, Young Workers Are Shut Out, and Trade Schools Are Suddenly Elite

February 26, 2026: Engineers are facing a productivity panic as coding agents accelerate output — and pressure — at the same time. Nvidia just posted a staggering quarter, underscoring how fast the in...

26 Feb 36min

Anthropic Abandons Safety Promise, JPMorgan Replacing Workers, & The Top Skills for 2026

Anthropic Abandons Safety Promise, JPMorgan Replacing Workers, & The Top Skills for 2026

February 25, 2026: This week Anthropic — one of the companies most associated with responsible AI — gutted the safety commitment it made in 2023. The same week the Pentagon gave its CEO a Friday ultim...

25 Feb 37min

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