IMO with Michelle Obama and Craig Robinson
Be a Different Kind of Leader with Brian Chesky
21 May 2025
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 modern age and how young entrepreneurs can navigate the current tech landscape. Plus, Michelle presses Brian on the dating advice he received from a surprising source during the pandemic. Have a question you want answered? Write to us at imopod.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Full Episode
You know, I have to say, Brian, if I'm a single girl out there and I find out that Brian Chesky is single and I can, like, stay in his house.
Here she goes. There you go. Right to the relation. Brian, you don't have to be feeling pressured.
No, but we've never talked about this.
He just got here.
Have you ever?
Her husband has tried to set me up before, so.
Yeah, I'm very invested in Brian's love life. Yeah, I appreciate it. Craig Robinson. Hi. How you doing, dude?
Good. Mish, how you doing?
I am good.
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