Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong episode artwork

EPISODE · May 29, 2026 · 15 MIN

Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong

from The Jen Gottlieb Show

At just 30, Sahil Bloom had everything society told him he needed. The house, the job, the salary, and everything else on the list. And yet, he was miserable.This episode is a replay of one of my favorite conversations on this show. Sahil's story had a pretty normal beginning. He set goals, worked hard, and hit his goals. Except when he got there, something felt off.He was living 3,000 miles away from his family, drinking seven days a week, all while pretending everything was fine. So he stopped and asked himself a question most people are too afraid to ask. Am I even playing the right game? What follows in our conversation is everything he found on the other side of that question.Watch the full episode here: https://youtu.be/cgJ-NpUmGSE "Unless you create your own definition of success, you will never feel successful." ~ Sahil BloomIn This Episode:- When you feel empty despite hitting every goal- Why money became the way we measure success- Why “later” is just another word for “never”- How investing in the right things compounds over time- The “Life Razor” and why everyone needs one- How the stories we tell ourselves shape our futureAbout Sahil BloomSahil Bloom is a New York Times bestselling author, entrepreneur, and investor on a mission to positively impact one billion lives. A Stanford graduate, he spent seven years in high finance before walking away from the traditional path to redesign life on his own terms. His debut book, The 5 Types of Wealth, redefines what it means to live a wealthy life, making the case that true fulfillment goes far beyond money. Over 800,000 people read his newsletter, The Curiosity Chronicle, every week. He is also the owner of SRB Holdings and the managing partner of SRB Ventures, an early-stage investment fund.IG: https://www.instagram.com/sahilbloom X: https://x.com/SahilBloom  Website: https://www.sahilbloom.com/ Where to find me:IG: https://www.instagram.com/jen_gottlieb/   TikTok: https://www.tiktok.com/@jen_gottlieb    Facebook: https://www.facebook.com/Jenleahgottlieb   Website: https://jengottlieb.com/   My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb

Episode metadata supplied by the publisher feed · Published May 29, 2026

Embed this episode

NOW PLAYING

Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong

0:00 15:38

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of The Jen Gottlieb Show?

This episode is 15 minutes long.

When was this The Jen Gottlieb Show episode published?

This episode was published on May 29, 2026.

Can I download this The Jen Gottlieb Show episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!