Episode 554 - Jai Winding - The Hustle

What this episode covers

Around the year 2000, keyboardist Jai Winding decided he didn't want to be a hugely successful musician anymore and traded in his rock star life for real estate. He made the right move for him, but boy was it fun while it lasted. Some of the collaborations we discuss this week include the Pointer Sisters, George Benson, Don Henley, Jackson Browne, Bonnie Raitt, Olivia Newton-John, Howard Jones, and more. Unfortunately, Jai's home, and the homes of many of his clients, were destroyed in the fires in the Pacific Palisades earlier this year and he lost everything including his entire community. Jai fills us in on both sides of his life in this fascinating conversation. Enjoy and Merry Christmas! Be grateful for what you have! The Hustle Podcast | creating podcasts | Patreon

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Frequently Asked Questions

How long is this episode of The Hustle?

This episode is 1 hour and 40 minutes long.

When was this The Hustle episode published?

This episode was published on December 24, 2025.

What is this episode about?

Around the year 2000, keyboardist Jai Winding decided he didn't want to be a hugely successful musician anymore and traded in his rock star life for real estate. He made the right move for him, but boy was it fun while it lasted. Some of...

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