The Examined Life

Khe Hy
The Examined Life Podcast

Here’s a scary fact about adulthood. We stop asking questions. We lose the playful curiosity and creativity that we had as children. And it’s a shame. Questions are gateways to our deepest desires, insecurities and dreams. Reflecting on a deep question takes us one step closer to a life well-lived. Each week, we’ll ponder and debate one of life’s thorniest questions. We’ll explore ambition, careers, money, relationships, productivity and psychology — all in the pursuit of living an Examined Life.

  1. JUL 25

    Should you buy an unsexy business? [Ben Jasper]

    Many people dream of making millions as a hedge fund manager on Wall Street. But it’s an absolute grind. Ben Jasper did this for 20 years at some of the world’s largest hedge funds before saying, “Enough.” At 40 years old, Ben bought an unsexy business and started his second career. He had to borrow a ton of money from the SBA and put up a personal guarantee on his house, all to wake up at 4am to go to the factory and turn on the machines. But to Ben, it’s an incredible opportunity. In this episode, we’ll cover how you only need to put 5% down to buy a business, the steep learning curve of unsexy businesses, when is the right time to leave a high paying job on Wall Street and if entrepreneurship or Wall Street is the best ways to compound wealth. [Episode 60] Learn more about Ben: • References from the show: • How to Buy a Manufacturer with $1m in Cash Flow —- JOIN OUR GROUP COACHING COHORTS: Are you looking to ask deep, introspective and provocative questions about your own life (with Khe and likeminded peers) ⁠⁠⁠⁠⁠Apply today⁠⁠⁠⁠⁠ —- BECOME A RADREADER: 📩 ⁠⁠⁠⁠⁠Join 50,000+ ambitious professionals⁠⁠⁠⁠⁠ for our weekly essays on productivity, money and career. ⁠⁠⁠⁠⁠🐦 Twitter⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠📸 Instagram⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠💼 LinkedIn⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠🌍 RadReads Blog⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠🎥 TikTok⁠⁠⁠⁠⁠ Podcast art by Nate Kadlac, photography by Henry Thong

    1h 4m
5
out of 5
103 Ratings

About

Here’s a scary fact about adulthood. We stop asking questions. We lose the playful curiosity and creativity that we had as children. And it’s a shame. Questions are gateways to our deepest desires, insecurities and dreams. Reflecting on a deep question takes us one step closer to a life well-lived. Each week, we’ll ponder and debate one of life’s thorniest questions. We’ll explore ambition, careers, money, relationships, productivity and psychology — all in the pursuit of living an Examined Life.

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes, and get the latest updates.

Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada