Barry Sternlicht: Full Interview

We’re in Miami and Hawaii to capture exclusive access with real estate titan Barry Sternlicht. In our interview, Sternlicht opens up about his humble beginnings, his rise in the hotel and real estate space and the worst period of his career.

Episode debuted nationwide in 2024.

0:00 Jewish heritage importance
0:40 Barry’s father fighting in WWII
3:20 Relationship with father
8:22 Early business years
14:48 First big deal
19:38 Complicated relationship with Steve Wynn
22:49 Lowest point in Barry’s life
27:15 Getting kicked out of his own company
30:02 Reflecting on brand creep in Industry
36:36 Thoughts on current economy
43:45 Recent trips to Saudi Arabia
47:12 Relationship with former President Donald Trump
49:34 Mentors and influences
51:34 Once Owning Baccarat Crystal Company
53:02 Lessons learned from first marriage
54:24 Trying to slow down in life
55:55 Relationship with kids

Connect with Graham:

[maxwellrosenfeld]

Barry is always keen to mention specific places in Connecticut while speaking about his childhood. As a fellow Stamford native, I appreciate that contextualization a lot. Bensinger also asked interesting, non-dull questions. Best Barry interview.

[Dammmguddd]

Awesome interview, Barry is the goat, wish he would start his own youtube channel.

[obionyeaso]

Brilliant conversation. Very human conversation.

[permfarm]

barry has always been my idol, i like his principles and how he went about building his empire. hope to get there one day and hopefully meet him🙏

[pete_roszell]

I think it's interesting that Barry moved to Florida 8 years ago. That was way ahead of the trend. I look forward to trying 1 Hotels.

[jennieriley]

These interviews where so great! Mahalo.hopefully soon I’ll be staying at 1 hanalei bay

[RadicalNuance]

As a designer & founder I’d love to shadow him for a day, solid guy.

[caseysmith]

If you ever wonder why certain people become Uber successful, wonder know more. He is not only smart but totally calculated. Admirable to say the VERY least. (PS what he said about Muslims is spot on. Even as a Jewish man)

[MarcusAurelius]

14:48 Brilliant interview if you like finance & management. Thanks for posting! 💸💰🤑

[gamrboy]

I want to know where Graham got that jacket!

[SlimMix]

Interesting interview. I wonder if Barry would ever speak to a 27 year old somali-canadian guy

[JamesG]

Barry was crying like a stuck pig when rates were skyrocketing in 2022.

[MarcusAurelius]

5:16 Cool that he mentioned his father had a Trident car... prly would have been late 60s-early 70s...