Latest Episodes

September 24, 2025
Our Cake and Eat It Too
What price are entrepreneurs willing to pay for presence? Jordan Gal, founder and host of Offsite, reconnects with Henry Poydar, CEO of Steady, to...
01:00:59

Episode 9
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September 18, 2025
Get Some Sleep
Are you still hiring humans when AI could 10x your output for a fraction of the cost?Jordan Gal hosts entrepreneur Christian Genco on the...
01:06:13

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