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The Unscheduled CEO

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Rating
★★★★★
5
from
7 reviews
This podcast has
67 episodes
Language
English
Explicit
No
Date created
2023/01/10
Latest episode
2026/02/03
Average duration
63 min.
Release period
8 days

Description

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

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Podcast episodes

Check latest episodes from The Unscheduled CEO podcast


Getting clients: Easy Mode vs Hard Mode
2026/02/03
You guys ask me all the time: “How do I get more clients???” So here I (mostly) talk about it.Enjoy! You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
I embarrassed myself in front of 3,500 people
2026/01/27
HEY LOVELY PEOPLE, This is a juicy episode all about how I deal with feedback, criticism and online trolls. It’s a spicy one. Don’t listen if you don’t want spice. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
I finally found the ULTIMATE AI use-case!
2026/01/20
Ok ok ok, it finally clicked for me after using a new, crazy tool. The AI hype makes sense. I haven’t been this pumped about technology in like… a decade? Let’s talk about it. You can join the webinar I mentioned is right here. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
A chat with my biggest competitor: Chad Littlefield
2026/01/13
Hey! What’s up? This week i’ve got the beautiful Chad Littlefield (my mortal enemy) and we chatted about: * The Contribution Method (and How to Stop Exhausting Yourself Running Events) * AI is Going to Expose That Most Jobs Were Never Real * Ditching the Smartphone (and Why It Actually Worked) * The Return of In-Person Gatherings (and Why You’re Betting Big on Them) * Spirituality, Meditation, and Listening to Something Bigger This episode was a mess audio-wise and there was a slight delay in our connection, but you’re not listening to this crap to transcend or some s**t right? You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
My plan to make millions while having fun in 2026
2026/01/06
IM BACK YOU READY? Yeah? Ok. In this episode I talk about * How to get what you want by understanding Agency * Other stuff You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
An update on my ADHD journey
2025/12/16
Hey! We made it to the final Unscheduled CEO episode of 2025! PHEW! In this episode I talk about * Results of my 1 year ADHD medication experiment * My life-changing mindset going into 2026 * My favourite book of the year * How to make sure you stay bold in 2026 See you all next year. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: https://youtu.be/vDRPov6g0Rk 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
Listen to a (very personal) call with my mentor...
2025/12/09
Hey!This week I brought my friend and mentor Blake on the podcast for an open-ended conversation which ended up getting pretty personal. We talked about: * The panic attack I had after a 2-day marathon business/life design session * Why I sometimes feel sad when I see my favourite artists perform * Blake transitioning from artist to business-man back to artist * Intuition, spirituality and romantic relationships Chapters: 00:00 - Where do I know Blake La Grange from?03:07 - Why Blake’s conversations hit so hard17:40 - Coaching with honesty, love & the pain of true feedback23:15 - When your business stops fitting you and who you are26:53 - The core moment that helped Blake understand me31:24 - The Squid Gods are making decisions for us35:40 - Finding a way to channel intuition on purpose39:44 - Everyone has intuition (but most people choose productivity instead )48:13 - How Blake knew it was time to leave his business54:35 - Finding your medium & seeing others live your potential1:04:17 - The Two-Mountain Life: Success vs Meaning1:11:10 - Prodigy, talent & why Jonathan’s using only 1%1:21:26 - Pressure & environments where Jonathan thrives1:26:28 - The feeling of actually doing the thing you’re talking about1:31:19 - Acting vs Delusion: Why doing the thing makes it real1:34:41 - A moment that changed Blake’s life1:44:50 - The call to create & resisting practicality1:45:48 - How to contact Blake (If you’re doing something interesting) You can listen to this episode anywhere you listen to podcasts and its also on Youtube: 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
Is working remote bad for your career? (I didn't want to post this)
2025/12/02
Here’s a question for you: Why do the companies who make some of the most used Remote Work tools on the planet not work remotely? Why do most CEO’s benefit more from remote work than employees? Lots to get into in this episode. Please listen before you post your comment about how remote work is actually very valuable to you etc. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I did a little office tour video you can watch right here. 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
Listen to this if you want to find your purpose in life
2025/11/25
For over 5 years i’ve been telling people that i’ve sort of lost my “business mojo”. Not that i’ve lost my ability to make money, but that' i’ve started to feel aimless, a bit fatigued and finding it hard to get excited about what i’m doing. Over these 5 years i’ve tried a lot of things, spent a lot of money on coaching, therapy, starting new businesses, trying new creative projects… but I keep ending up in the same place: losing interest and feeling a bit checkout-out. Oh, and, I even tried ADHD medication…. which kinda worked… till it stopped working. BUT finally, F*****G FINALLY, all of that exploration has lead me to an “Aha Moment” which has started to bring back some of that energy and purpose I thought was maybe gone forever. That’s… basically what this episode is about. Hope you get something from this. Oh, I also launched a Patreon. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I updated the podcast art to make it more serious and business-like 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 LEAKED company handbook changed my life... (Seriously)
2025/11/18
About a decade ago a company’s internal blueprint for everything they do was leaked. It changed everything about my business. That’s what this episode is about. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I updated the podcast art to make it more serious and business-like 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 ONLY thing I'm focussing on to grow AJ&Smart in 2026
2025/11/11
From this week until March 15th 2026 i’m going to be focussing on ONE thing to grow AJ&Smart. And it’s really, reallllly simple. You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I updated the podcast are to make it more serious and business-like 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
Let's talk about how much I get paid
2025/11/04
This week i’m talking about my day-rate, which some people are a little shocked about when they hear it.I also talk about a conference I just spoke at! You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I updated the podcast are to make it more serious and business-like 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 personality trait 1000% decides your level of happiness and success
2025/10/28
This week i’m talking about a success trait that’s not only measurable, but apparently learnable.Soo… yeah that’s what this is about.If you missed it, I have a new company: www.alreadythere.com You can listen to this episode anywhere you listen to podcasts and its also on Youtube: Cheers,Jonathan P.S. I updated the podcast are to make it more serious and business-like 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 have a new company. It's weird.
2025/10/21
I finally launched the thing i’ve been too scared to create for years. I hope some of you love this and some of you think it’s extremely pointless. 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
I promise this is making your life worse.
2025/10/14
Something’s wrong. Something’s making us less happy, more lonely, feel less purpose… numbing us. You can also watch this weeks episode on Youtube if you don’t want to just listen. 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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