CEO Medium Podcast cover art

Weekly conversations on startups, founders, and the business behind the headlines. Each episode breaks down the week’s biggest founder and CEO stories in about fifteen minutes.

New episodes every Monday and Thursday.

Listen on

Spotify

Spotify

Apple Podcasts

Apple Podcasts

YouTube

YouTube

Amazon Music

Amazon Music

Audible

Audible

Listen to the latest episode

Episodes

Episode 10: The Week Big Bets Got Judged

November 5, 2026 · 20:57 · Watch on YouTube

CVS Health’s split, backlash to the $115 billion Marvell-Lumentum deal, a shake-up on Lindt’s board, Explorium’s shutdown, and Whitworth’s move to Equinox lead this week’s episode, with the founder lesson inside each story.

 

Episode 9: The Week Trust Got Tested

November 2, 2026 · 46:29 · Watch on YouTube

OpenAI’s Frontier deal with ADNOC, California rail CEO Choudri’s resignation, WeWork’s turnaround under Santora, Proton CEO Yen’s controversy, and Crosby’s bid for the Weil Gotshal brand lead this week’s episode, with the founder lesson inside each story.

 

Episode 8: Delivery Wars, AI Chips, and CEO Delusions

36:55 · Watch on YouTube

DoorDash’s $17 billion Instacart play, OpenAI buying chips from Google, and Anthropic’s $2 trillion IPO filing lead this week’s episode. We also cover the gap between how much CEOs think they are trusted and how much they actually are, and the $60 million newsroom that still shut down, with the founder lesson inside each story.

 

Episode 7: The Week CEOs Were Put on the Spot

22:46 · Watch on YouTube

Scott Kirby backs a wealth tax while pocketing a $32 million pay package, protesters crash Jensen Huang’s keynote, and Lindt fires its CEO to bring back the old one. Plus Deborah Waterhouse takes the helm at CSL and Chip Wilson’s divorce puts his Lululemon stake on the table.

 

Episode 6: The Week CEOs Took the Stage

20:12 · Watch on YouTube

Elon Musk pledges a SpaceX share to every child in America, Tesla unveils a Roadster that flies, and eight states sue OpenAI. Plus Replit’s CEO breaks up with Anthropic on stage and walks it back within 48 hours, and UAW president Shawn Fain wins a re-election landslide while a federal grand jury watches. Five stories, and the founder lesson inside each one.

 

Episode 5: The Week Nobody Told the Whole Story

23:22 · Watch on YouTube

A two-host deep dive into the week’s most uncomfortable business stories: the unexplained Bausch + Lomb CEO exit, the Phia cookie-stuffing scandal, Larry Fink’s data-center recession warning, and SimpleClosure’s shutdown data sales.

 

Episode 4: Golden Parachutes and AI Kill Switches

51:25 · Watch on YouTube

This week we cover Amazon’s reported $7B acquisition talks with Decart, the McKinsey glass cliff controversy, and Satya Nadella’s AI kill switch comments. Plus: Nicola Forrest’s $30M fund for women founders and David Zaslav’s $600M WBD payout.

Episode 3: The Week Founders Faced Hard Truths

21 min · Watch on YouTube

This week we cover Sara Blakely opening up about grief and depression after selling her Spanx stake, Bobby Kotick joining the Skydance board, DeepSeek’s proposed $12 billion raise, the Menlo Ventures, Factory, and Khosla dispute, and Mira Robinson leaving OpenAI over culture.

Episode 2: The Week CEOs Drew the Line

37:35

This week, OpenAI parted ways with safety researchers while Yann LeCun and Dario Amodei debated AI’s trajectory, and Palo Alto Networks CEO Nikesh Arora described AI-driven layoffs as ‘fair game’. Plus: Nike’s third round of cuts, and Ryan Roslansky’s departure from LinkedIn over return-to-office.

Episode 1: Why Companies Blame AI for Layoffs

20 min

Are companies really laying off workers because of AI, or is AI just a convenient cover story? In our first episode: News UK bets on AI to catch errors with its ClearDraft deal, Sam Altman calls out AI-washing, MongoDB’s CEO jumps to Meta, and Flock Safety’s Senate showdown.