This week Airbnb’s co-founder and CEO, Brian Chesky, joins Michelle and Craig at the table to discuss everything from boosting a business out of the startup phase to dating in search of deep connection. Brian shares stories about Airbnb’s early keys to success (hint: it has to do with breakfast cereal), the evolving responsibility of tech companies in the mo ... Show More
Dec 24
Follow your Instincts with Henry Winkler
On today’s episode of IMO, Michelle and Craig welcome none other than… The Fonz! Henry Winkler joins to discuss his lifetime journey with dyslexia, growing up in New York, going to therapy, and, yes, his most iconic roles. Plus, Henry shares his thoughts on parenting and being a ... Show More
1h 2m
Dec 17
Perform your Truth with Jenifer Lewis
This week, Michelle and Craig are joined by the one and only Jenifer Lewis. Jenifer discusses her lifelong experience with bipolar disorder, her early experiences on Broadway and in Hollywood, and her longtime experience with sex addiction. Plus, in an IMO first, Jenifer spends s ... Show More
1h 13m
Oct 2024
Becoming more strategic, navigating difficult colleagues, harnessing founder mode, and more | Anneka Gupta (Chief Product Officer at Rubrik)
<p><strong>Anneka Gupta</strong> is the Chief Product Officer at Rubrik, a leading B2B cybersecurity company. She previously spent 11 years at LiveRamp, where she was the President and Head of Product and Platforms leading product development and go-to-market operations and strat ... Show More
1h 8m
Aug 2025
How we restructured Airtable’s entire org for AI | Howie Liu (co-founder and CEO)
Howie Liu is the co-founder and CEO of Airtable, the no-code platform valued at around $12 billion. After a viral tweet declared “Airtable is dead” based on incorrect data, Howie led a radical transformation: reorganizing the entire company around AI, becoming an “IC CEO” who cod ... Show More
1h 40m
May 2025
CEO Diaries: Airbnb’s Founder Brian Chesky on Brutal Rejection, Great Leadership, and The Biggest Mistake Founders Make!
From cold emails to global dominance - the Airbnb story began with rejection. In this unmissable episode of CEO Diaries, Airbnb founder and CEO Brian Chesky reveals the brutal truth about rejection, resilience, building world-changing companies, and the one thing more important t ... Show More
14m 29s
Dec 2024
Best of Big Technology: Airbnb CEO Brian Chesky
Brian Chesky is the CEO and co-founder of Airbnb. This week on Big Technology Podcast, we roll back the clock to our interview with Chesky in 2023, where he discussed cleaning fees, listening to customer feedback, and getting involved in the details of the product and user experi ... Show More
1h 2m