The Unscheduled CEO

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 BiggerThis 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

IM BACKYOU READY? Yeah? Ok.In this episode I talk about* How to get what you want by understanding Agency* Other stuffYou 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

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 2026See you all next year.You can listen to this episode anywhere you listen to podcasts and its also on Youtube: https://youtu.be/vDRPov6g0RkCheers,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

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 relationshipsChapters: 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

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,JonathanP.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