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 once a year.

In this episode, Sahil breaks down the moment that changed everything: a friend calculating he’d only see his parents 15 more times before they died. Within 45 days, he quit his high-paying job, sold his house, and moved across the country to redesign his life around what actually mattered.

Now the New York Times bestselling author of The 5 Types of Wealth, Sahil shares why money only buys happiness up to a point, how to build real wealth beyond just finances, and why “nobody is thinking about you” might be the most freeing advice for your 20s. We talk about quitting safely, replacing your salary with side hustles, AI as the biggest mispriced opportunity right now, finding a mentor (yes, including Tim Cook), building leverage through content, and how to design a life you won’t regret.

If you’ve ever felt successful on paper but empty in real life, this episode is for you.

Chapters

00:00 The Life That Looked Perfect (But Wasn’t)

02:40 Private Equity, Status & Silent Burnout

05:55 The “15 Times Left” Wake-Up Call

09:30 Quitting a High-Paying Job in 45 Days

13:15 Redefining Wealth Beyond Money

17:05 The 5 Types of Wealth Explained

21:20 Measuring Yourself on the Wrong Scoreboard

25:10 Does Money Actually Buy Happiness?

29:00 Replacing Your Salary Before You Quit

33:10 AI as the Biggest Mispriced Opportunity

37:00 How to Find (and Earn) a Great Mentor

41:10 “Nobody Is Thinking About You” & Designing Your Life

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About The Burnouts

The Burnouts brings you raw, unfiltered conversations with today’s top founders, creators, athletes, and culture-shaping entrepreneurs. Hosted by Stanford roommates turned startup co-founders Phoebe Gates and Sophia Kianni, the show goes beyond the headlines to reveal the real stories behind ambitious careers.

Past guests include Paris Hilton, Chelsea Handler, Kris Jenner, Karlie Kloss, and more.

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