New York: Best Experienced Broke

2min Snip

00:00

Play full episode

Summary

Transcript

Episode notes

The speaker found that in New York, no matter how successful one becomes, the feeling of not doing enough or not earning enough persists. Even highly successful individuals in New York felt the same way. The city's obstacles and constant striving can make it challenging to build a nice life there. Interestingly, the speaker believes New York is best experienced broke, as the great things about the city can be enjoyed inexpensively. When broke, one feels like they're getting the best bargain, while being rich in New York might make one feel constantly screwed over.

Successful people talk a lot about what made them successful. But they're rarely asked about all the things that went wrong.

What about all of the things that failed? Or all the times they got fired? Embarrassed themselves? Spent time in jobs that were just plain weird or awful?

No one asks this stuff. Until now of course.

In this episode, I talk to my friend Derek Sivers about the weird and awful jobs that eventually led him to become a millionaire. From circus ringleader to founder of one the most successful music start-ups of our time, this guy has a story to tell.

Derek Sivers is the author of four books, founder of CD Baby which he sold for $22 million (then gave most of it away), and just an all-around badass.