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The Unscheduled CEO

Jonathan Courtney

Business Management

Latest episode

74 episodes

The economy is crashing again. Here's what i'm doing...
07/04/2026 | 51 mins.
So the markets are turbulent again.Another recession? Who the hell knows!
What I do know is that it’s STILL my job to make sure my company both survives and thrives through whatever happens.Here’s my plan to deal with it.
Summer Camp Mastermind Tickets: https://ajsmart.com/summercampGet notified when a new episode drops:
https://unscheduledceo.comMy active companies: AJ&Smart: https://www.ajsmart.comFacilitator.com: https://www.facilitator.comStudio: https://ajsmart.com/studioPartners: https://ajsmart.com/partners

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
The PERFECT marketing funnel for small businesses
01/04/2026 | 43 mins.
Hey!
In this weeks episode of the Unscheduled CEO I show off my very simple system for turning strangers into clients.I also review some new water and talk about videogames.Oh, and I announced Summer Camp 2026 which you can get tickets to right here: https://ajsmart.com/summercamp

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
AI is making CEOs delusional
25/03/2026 | 59 mins.
Hey friends!
This week I talk about the biggest problem i’m seeing with CEO’s using AI tools. Hint: THEY’RE MAKING LESS MONEY BECAUSE OF IT.
But it’s even worse then that, because while they make less money, they get more and more lost in the AI-HOLE.
Listen or watch on Youtube for the full breakdown.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
I finally faced my biggest fear (it's haunted me for 30 years)
10/03/2026 | 33 mins.
The title you’re reading isn’t an exaggeration: I’ve had a severe phobia for over 30 years and in many ways it’s controlled my life.
After over 5 years of therapy and COUNTLESS other approaches, I finally faced it last week.This episode is about what happened.Oh and also I review a can of sparkling water.
Thanks to everyone for listening to this absolutely useless nonsense. I love you all.Cheers,Jonathan

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com
What happened at my experimental creative retreat...
01/03/2026 | 46 mins.
Releasing an episode on a Sunday??
Let’s chat about our first ever Experimental Creative Retreat…
Cheers,Jonathan

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unscheduledceo.com

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About The Unscheduled CEO

WARNING: This is an extremely serious and useful business podcast with many useful takeaways and interviews. 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/ www.unscheduledceo.com

Podcast website

Business Management