The Unscheduled CEO

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/vDRPov6g0...

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 romant...

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 it...

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 en...

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 wi...

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 acce...

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...

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. I...

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

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

It’s been years since Jake and I did an episode of a podcast together and this one goes DEEEEEEEP into our struggles with creativity, adhd and whatever else comes up! 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.unschedu...

This week I talk about my struggle finding balance between being too busy and too bored and not really finding a middle-ground. I also talk about a few other things: * Our huge collab with Pip Decks * Trying to simplify some of the mess i’ve created around me * A new drink is reviewed! You can also watch this weeks episode on Youtube if you don’t want to just listen. Cheers,Jonathan This is a publ...

In this episode I revisit my chronic motivation issues and ADHD-related problems. I also talk about a few other things: * AJ&Smart turning 15 * My favourite non-alcoholic drinks (ranked!) * How i’m planning on dealing with my motivation issues 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 th...

Hey! If you haven’t heard yet: The Unscheduled CEO podcast is now on an every Tuesday schedule…. till I get sick of doing it. This Tuesday is a special one because I’m chatting with someone who’s influenced my life in more ways than I can count: Sam Ovens. He’s the CEO of the inanely successful Skool.com, which has over 17 million users, and ran one of the first and most successful businesses in t...

Let's get ESOTERIC. Also: I got food poisoning, it was super fun! Watch on Youtube: 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 everyone! Some big news in this week’s episode: * The Unscheduled CEO is back on Youtube , so if you prefer to watch and listen, you can do it right here! * I’ll no longer email you about episodes, so please subscribe either on Apple Podcasts, Spotify or Youtube if you want to keep up with the show. * The show is going to a weekly format (for an experimental 6 weeks). Episodes will land Tuesda...

Hey, You need to design a Sacred Space to make work feel more special. Some weird audio issues in this episode… not sure why… :) * How to build a sacred workspace you actually love. Your environment shapes your creativity, your mood, and how seriously you take yourself. * I’ve always found that when you buy ahead of where you are . Whether it’s a bigger office, better tools, or just stuff that exc...

A second episode in one week?? This one’s pretty personal. * The Offset * Why my creative life suffered in my 20s and early 30s * How i’m bringing more play and creativity back into my life Cheers,Jonathan P.S. You can leave comments at www.unscheduledceo.com, I read every one of them This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes...

Heyyyyy, Today I decided to take a minimum 1-year break from LinkedIn. In this episode I talk about that! I also talk about: * My recent trip to California * Why I also quit instagram in 2020 * I do a lot of accents * Other stuff Cheers,Jonathan P.S. You can leave comments at www.unscheduledceo.com, I read every one of them This is a public episode. If you would like to discuss this with other sub...

Hey everyone, A quick iPhone voicenote for you this week. I promise you that 99.9% of people using LinkedIn to grow their audience and get clients are doing it wrong. They might be getting engagement, but nobody’s reaching out to work with them, nobodies really making money. I am. Here’s how I do it. Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers...

Hey everyone, You know those big life decisions like when to quit a job, whether to buy a house or the painful “to stay or go” decision in relationships? These kinds of decisions rarely have a clear answer and can cause a massive dilemma. Here’s my take on how to make these decisions feel easier. Cheers,Jonathan P.S. it’s www.unscheduledceo.com now! This is a public episode. If you would like to d...

Hey everyone, For the last 6 years i’ve spent millions on experiments in the pursuit of making AJ&Smart more “scalable” and “sellable”. 99% of them failed and we lost money and momentum. Here’s what I learned and why we’re growing again without scaling. Cheers,Jonathan P.S. I’m back. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes,...

Hey hey! As i’m recording this, a funnel I launched with my team on Wednesday has generated over 100 high-quality call bookings and over $220K in revenue. It’s only been 3 days since I switched it on. In this episode I talk about the behind-the-scenes of a brand new, hyper-successful funnel! You can see the funnel right here: book.facilitator.com A lot to unpack in this episode. Cheers,Jonathan P....

HEY! Ok, I recorded another episode even though I keep saying i’m taking a break. It’s too exciting!!!! Today I had Alen, a business partner, on the podcast to talk about how we're actually using AI tools in our businesses. This was only the second time I've had a guest on the show, but I figured after my AI wake-up call episode, it made sense to dig deeper with someone who's been using this stuff...

Hey friends, I just got back from San Francisco, and holy s**t, I need to write this down before I forget the intensity of what I'm feeling right now. For the past year, I've been in the "AI is cool, but whatever" camp. I mean, I figured it would eventually matter, but not enough to reshape how I run my business today . That mindset is completely gone now. Like, completely. After a week of non-sto...