The Unscheduled CEO
The Unscheduled CEO

The Unscheduled CEO

Jonathan Courtney

Overview
Episodes

Details

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

Recent Episodes

Listen to a (very personal) call with my mentor...
DEC 9, 2025
Listen to a (very personal) call with my mentor...
<p>Hey!This week I brought my friend and mentor Blake on the podcast for an open-ended conversation which ended up getting pretty personal.</p><p>We talked about:</p><p>* The panic attack I had after a 2-day marathon business/life design session </p><p>* Why I sometimes feel sad when I see my favourite artists perform</p><p>* Blake transitioning from artist to business-man back to artist</p><p>* Intuition, spirituality and romantic relationships</p><p></p><p>Chapters: </p><p>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)</p><p>You can listen to this episode anywhere you listen to podcasts and its also on Youtube:</p><p>Cheers,Jonathan</p> <br/><br/>This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://www.unscheduledceo.com?utm_medium=podcast&#38;utm_campaign=CTA_1">www.unscheduledceo.com</a>
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111 MIN
Listen to this if you want to find your purpose in life
NOV 25, 2025
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42 MIN