The Burnouts with Phoebe & Sophia8 Mai 2025

The 3 rules Chelsea Handler thinks you should break to make millions

What do you do when the world tells you to tone it down? If you’re Chelsea Handler, you turn up the volume—on confidence, career, and comedy. In this unapologetic and hilarious episode of The Burnouts, Phoebe Gates and Sophia Kianni sit down with the legendary comedian and bestselling author who’s built an empire on not giving a f***. They talk through confidence myths, investor pitch chaos, stand-up breakthroughs, and why Chelsea bought her ex 35 trees. Also: why burnout might actually be your breakthrough.

Chapters

0:00 - Intro

1:22 - were you always this confident?

6:14 - how to say no (and mean it)

11:02 - kids, career, and confidence clashes

15:00 - real estate, financial freedom & female power

21:06 - mushrooms with your landscaper & other business lessons

25:45 - dating while dominating

30:12 - women, work, and not shrinking yourself

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About the Burnouts

As former Stanford roommates and now business partners, Phoebe Gates and Sophia Kianni share their experience as startup founders and the chaos of building something new—covering everything from pitching VCs to maintaining friendships, decoding financial literacy, and finding power in female-driven storytelling. With candid conversations and top guests (like Kris Jenners and Sara Blakely), The Burnouts is your go-to for smart, hilarious, and sometimes chaotic advice on how to build your career on your own terms.

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Barbara Corcoran is the founder of the Corcoran Group, one of New York's most iconic real estate brands, and a star investor on ABC's Shark Tank for 17 seasons. From being told she was stupid in schoo...

23 Apr 29min

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Michael Rubin breaks down the truth about the White Party, why relationships matter more than people realize, and how he thinks about building rooms where power, business, and culture collide. He shar...

9 Apr 30min

Dating 101 as an Ambitious Woman: How to Seduce Anyone (ft. Chloe Shih)

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26 Mar 23min

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12 Mar 49min

Alex Cooper: The TRUTH About Call Her Daddy and my $100M+ Media Empire

Alex Cooper breaks down the business side nobody sees: how she and her husband Matt built Unwell up from a scrappy startup, how podcasting revenue really works, and what rules she learned the hard way...

5 Mar 42min

Celebrity Stylist: How To Stand Out, Style Celebrities & 10-min Morning Fashion Upgrade (Rachel Zoe)

Rachel Zoe breaks down how to build a standout career in fashion before you feel ready. You’ll also learn her practical frameworks for getting dressed with less stress and more impact... Rachel Zoe i...

26 Feb 36min

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Sahil Bloom had everything society tells you to want: Stanford degree, private equity job, money, status — but he was miserable. Drinking seven nights a week. 40 pounds overweight. Seeing his parents ...

19 Feb 45min