The Unscheduled CEO

OOPSIE, i’m back early from my sabbatical… Imagine if you could pay for the life you wanted WITHOUT leaving it up to “let’s see how this year goes” or being constantly at the whims of the shaky economy? Well… listen to this! Summer Camp 2025 is SOLD OUT. Waiting list here: Join the Waitinglist. Cheers,Jonathan This is a public episode. If you would like to discuss this with other subscribers or ge...

I didn’t really want to believe that ADHD was making my life worse. I thought ADHD was a superpower… that it wasn’t really a “real” problem. I’m starting to think I was very VERY wrong, and that’s what this week’s episode is about. Summer Camp 2025 Info: * Coming to Summer Camp? Tickets are here! * Book a call with Laura from my team to see if Summer Camp 2025 is for you! * Sales close Friday 28th...

This is a call recording of Jason Fried, CEO of Basecamp, helping me out with some motivation issues I’ve been having. We didn’t know if we’d release it. It’s VERY raw and, of course, unedited. Here’s what we talk about: * Me losing some of my business “mojo” in recent years * Growing AJ&Smart to 10 million… or not * Why Jason thinks I need a real break from the business * A surprise reveal about...

Hey friends! Recorded this one in the car, posted without listening back so don’t know how bad it sounds. 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

Hey friends! It’s been a while, I wanted to say hey and tell you what i’m changing in 2025.Lot’s of news and new stuff. 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

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

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

This is the final episode of the podcast for the summer, the year, I don’t know! You’ll now find me occasionally co-hosting Greg Isenberg’s Startup Ideas Podcast, like here: Final call for the LA Mastermind here: https://forms.gle/NKPsKydaCfGFCdyZ8 Thanks everyone! This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.unschedu...

It’s Tuesday - let’s do this! No Youtube this week. You can find the podcast in any of these places (and more!) Apple Podcasts Spotify On Substack You can comment by going to the How To Business Blog 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

Phew, it’s been busy! 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 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 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 You can comment by going to the How To Business Blog This is a public episode. If you would like to discuss this with o...

The most important day of the year is here! 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 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 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 You can comment by going to the How To Business Blog This is a public episode. If you would like to discuss this with o...

It’s Thursday, here’s 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 the...

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 You can comment by going to the How To Business Blog This is a public episode. If you would like to discuss this with o...

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 po...

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...

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...

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 ca...

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 Thi...

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 playi...

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 pub...

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...

My flight got cancelled so here’s a quicky. Episode recorded on the TP-7 from Teenage Engineering, actually sounds way better than I expected. https://teenage.engineering/products/tp-7 The Derek Sivers chapter i’m reading: https://sive.rs/arv In this episode: *How to figure out what you value. That’s it! To leave a comment go to howtobusiness/substack.com This is a public episode. If you would lik...

Hey! In this episode: *How to calculate your day-rate *How to double your day-rate *This mindset makes you less money To leave a comment go to howtobusiness/substack.com 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.unsche...