Listen to my call with Jason Fried

The Unscheduled CEO

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Listen to my call with Jason Fried

Jason and I decided to record a call we were having about issues with my motivation. This is it, unedited.

Jonathan Courtney

Mar 04, 2025

Transcript

This is a call recording of Jason Fried, CEO of Basecamp, helping me out with some motivation issues I’ve been having.

We didn’t know if we’d release it. It’s VERY raw and, of course, unedited.

Here’s what we talk about:

Me losing some of my business “mojo” in recent years
Growing AJ&Smart to 10 million… or not
Why Jason thinks I need a real break from the business
A surprise reveal about some medication I’m testing out!

Jason is the first-ever guest on this podcast And coincidentally, Jason was also the first ever guest on the Jake and Jonathan podcast 7 years ago!

I hope some of you guys enjoy this one. Let me know if we should record one of our chats again!

Cheers,
Jonathan

“bla bla bla bla bla here's my life story.

Discussion about this episode

The Unscheduled CEO

This podcast is like getting an occasional voice-note from an entrepreneur who's running a multi-million dollar (profit) business. It's raw, completely unedited but most importantly: actionable!

Honestly, this should be called "Diary of a CEO", but that's... like.... taken already I think.

The Unscheduled CEO, hosted by Jonathan Courtney is counterintuitive advice on running a Small Business by someone who's been running one for over 13 years.

Jonathan Courtney is the CEO of AJ&Smart.com and Workshopper.com

Got a question you want to be read out on air? Comment on the current episode here: https://howtobusiness.substack.com/

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