Entrepreneurship is challenging. But the biggest challenge is the mental challenge to leave guaranteed outcomes behind, and strike out on your own.

It’s Q&A Wednesday, and we’ve got a risk-averse listener who’s terrified of failing in business. He needs to know how to bridge the emotional gap between a comfortable day job and the wild ride of independence. Getting started means taking a leap, a brave, scary, momentous leap into a world of total freedom — and undeniable uncertainty.

We can’t blame our listener for being a little hesitant.

Today, we’ll discuss how to overcome the mental barrier between you and entrepreneurship. We’ve got specific strategies for confronting the dark unknown, and getting comfortable enough with the prospect of failure to beat your fear.

Being afraid is normal. Being afraid is healthy. But being afraid should never hold you back. Click play at the top of the page!

Shoe Dog by Phil Knight

The Hard Thing About Hard Things by Ben Horowitz

Elon Musk by Ashley Vance

Born Standing Up by Steve Martin

I Can’t Make This Up by Kevin Hart

MBA1323: How to Build a 7-Figure Business Without Quitting Your Full-Time Day Job with Shaan Patel