Latest Episodes
September 10, 2025
Good Stress
Jordan Gal hosts Craig Hewitt, founder of Castos, in a raw conversation about entrepreneurial stress and competition. Craig's deep expertise in podcasting and YouTube...
00:52:23
August 27, 2025
Bootstrapped Web Update
Should you build your audience before you build your product? Jordan Gal reconnects with Brian Casel for their first Bootstrapped Web reunion in eight...
01:04:04
August 06, 2025
"Drop In" Jesse Schoberg of Drop-In Blog
Is the "bootstrap or die" mentality actually killing your business growth potential? Jordan Gal hosts entrepreneur Jesse Schoberg, co-founder of Drop-In Blog, a headless...
00:59:23
July 23, 2025
From 200 Employees to Questioning Your Purpose - The Post-Exit Reality
What happens when you achieve your goal but lose your purpose?Jordan Gal sits down with his brother Assaf just two weeks after Assaf closed...
00:54:57
July 16, 2025
The American Wolf
Is the era of grinding and hustling finally over for smart founders?Jordan Gal hosts fellow entrepreneur Christian Genco in this candid conversation about the...
01:03:08
July 09, 2025
Nothing Works
What's the real reason traditional SEO and content marketing are dead? Jordan chats with Chris Gimmer, who's bootstrapping GoodMetrics.io and co-founded Snappa.com, and Craig...
01:00:25