The Unscheduled CEO – Details, episodes & analysis

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Podcast The Unscheduled CEO

The Unscheduled CEO

Jonathan Courtney

Business
Business

Frequency: 1 episode/16d. Total Eps: 75

Hosting podcast Substack
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
Site
RSS
Apple

Recent rankings

Latest chart positions across Apple Podcasts and Spotify rankings.

Apple Podcasts

  • 🇫🇷 France - management

    21/04/2026
    #100
  • 🇨🇦 Canada - management

    19/04/2026
    #100
  • 🇨🇦 Canada - management

    18/04/2026
    #66
  • 🇩🇪 Germany - management

    01/04/2026
    #97
  • 🇬🇧 Great Britain - management

    15/03/2026
    #96
  • 🇨🇦 Canada - management

    08/03/2026
    #94
  • 🇨🇦 Canada - management

    07/03/2026
    #51
  • 🇨🇦 Canada - management

    03/03/2026
    #89
  • 🇬🇧 Great Britain - management

    03/03/2026
    #69
  • 🇨🇦 Canada - management

    02/03/2026
    #54

Spotify

    No recent rankings available



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Score global : 54%


Publication history

Monthly episode publishing history over the past years.

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Latest published episodes

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Why relaunching AJ&Smart drove me a little mad

vendredi 11 octobre 2024Duration 52:20

Hey friends!

Many of you have probably already seen and heard that last week we relaunched AJ&Smart.But what you don’t know is the process of getting there.It wasn’t easy.

Comments—→ www.unscheduledceo.com



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

Rediscovering creativity and joy in my work

jeudi 15 août 2024Duration 01:04:17

Hey friends!

Just got back from a life-changing few weeks in California and wanted to update you all. This is a long episode, but I think it’s an important one.

Cheers and love,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

Voicenote: Designing your workspace (so you get more done!)

jeudi 2 mai 2024Duration 09:48

This is a new mini-episode format called a Voicenote!

When something comes to mind that I just can’t wait to put out on a Tuesday, i’ll make a voicenote and upload it!

I won’t email you about these episodes, even if you’re on the Substack mailing list (I want to avoid spamming you), so please make sure you’re subscribed to The Unscheduled CEO podcast in any of the podcast apps.

You can find the podcast in any of these places (and more!)

Apple Podcasts

Spotify

On Substack

Lemme know if you enjoy this mini format! You can comment by going to the How To Business Blog

Join my LA business mastermind this summer: https://forms.gle/NKoeFdQH7NsMaKgy5



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

Do this and get ONE NEW CLIENT every month

mardi 30 avril 2024Duration 44:50

It’s Tuesday - let’s do this!

This week’s episode is also available on YouTube if you want to watch some of the examples I talk about. (Just go to youtube and type in “Unscheduled CEO”)

You can find the podcast in any of these places (and more!)

Apple Podcasts

Spotify

On Substack

Lemme know if you enjoy this mini format! You can comment by going to the How To Business Blog

Apply for my LA business mastermind this summer —https://forms.gle/NKoeFdQH7NsMaKgy5

To leave a comment go to howtobusiness/substack.com



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

Voicenote: Why you never finish anything

jeudi 25 avril 2024Duration 13:35

This is a new mini-episode format called a Voicenote!

When something comes to mind that I just can’t wait to put out on a Tuesday, i’ll make a voicenote and upload it!

I won’t email you about these episodes after this one, even if you’re on the Substack mailing list (I want to avoid spamming you), so please make sure you’re subscribed to The Unscheduled CEO podcast in any of the podcast apps.

You can find the podcast in any of these places (and more!)

Apple Podcasts

Spotify

On Substack

Lemme know if you enjoy this mini format! You can comment by going to the How To Business Blog

Apply for my LA business mastermind this summer —https://forms.gle/NKoeFdQH7NsMaKgy5

Thanks for reading How To Business ! Subscribe for free to receive new posts and support my work.



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 simple "travel hack" I use to become more successful

mardi 23 avril 2024Duration 26:39

This is a super special episode because I’m announcing the very first in-person Unscheduled CEO event!

Listen to the episode first, then fill out this form if you’re interested in applying to attend: https://forms.gle/NKoeFdQH7NsMaKgy5

It’s gonna be a super fun, one-off, special weekend!

In this episode:

* How to spend time with more ambitious people

* How to find more ambitious people

* Why it can be lonely to be ambitious

* How to spend time with people who have “made it” to where you want to be

* The Google form I mentioned: https://forms.gle/NKoeFdQH7NsMaKgy5

Let’s go!

To leave a comment go to howtobusiness/substack.com



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

Our biggest product of 2023 FAILED and lost us $1,450,000 (here's why...)

mardi 16 avril 2024Duration 31:31

We made $1,450,000 (yes that’s “million”!) LESS in 2023 than we did in 2022.

Was it the economy?

Nope (but of course everyone likes to make that excuse).

Ah, must be our industry going through changes? Layoffs?

Nope.

Wait…. Online courses are dead, right??

NO! It’s much more simple than that: We went against our “Zone of Genius” as a company. To leave a comment go to howtobusiness/substack.com



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

This tactic made us an extra $120,000 this week!

mardi 9 avril 2024Duration 33:03

A small marketing experiment is set to bring us in an extra, unexpected $120,000 this week and it signals a change in strategy at AJ&Smart (credit to Dom and Laura for the idea and Rebecca and Ryan for executing it!)

* Why we made LESS money in 2023 for the first time in AJ&Smart history

* Why AJ&Smart not growing can mean the company simply becomes irrelevant

* A marketing tactic we’ve been playing with that boosted our revenue by over 100k this week alone

* Why so many entrepreneurs just never get momentum!

To leave a comment go to howtobusiness/substack.com



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

97% of entrepreneurs don't know this success hack (seriously)

mercredi 3 avril 2024Duration 24:02

I hadn’t heard this hack before, but now I’ll NEVER stop talking about it. Let me know what you think in the comments!

* A new success and productivity hack I’m going to teach all the people I’m coaching starting from next week

* AJ&Smart’s first new product using this hack

* A new idea for helping entrepreneurs get s**t done faster

To leave a comment go to howtobusiness/substack.com



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

E15: I kinda hated running AJ&Smart for years + My favourite business podcast

lundi 25 mars 2024Duration 33:49

I’m back from NYC and I’m excited about the business!

* I talk about the process of designing and positioning the product/marketing for our new in-person training

* Why I didn’t enjoy running AJ&Smart

* Why I’m back running the “day-to-day” of the business after delegating everything for years

* Why i’m excited again

* The best thing you’ll ever listen to when it comes to entrepreneurship

To leave a comment go to howtobusiness/substack.com



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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