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When You Can’t Stop Making Money
“Do you need the money?” I pause, taking a bite of my steak to buy some time. “Uhh I guess not.” I mumble between mouthfuls. It’s my first night in Paraguay, and I’m having dinner with a friend of a friend. “Then who gives a f**k?”, he
📈 My Business Results From October (October 2025’s Monthly Memo)
October 2025's business breakdown
My Experience With Somatic Therapy (Must-Read for Writers and Entrepreneurs)
“And how does that feel in your body?” I stare at my new therapist. She might as well be talking Chinese. “Uhhh… normal, I suppose?” She smiles. “Let’s explore that.” This was my first somatic therapy session in March 2025. And it’s been the start of a life-changing
5 Lessons From Finishing the First Draft of My Book
I just finished the first draft of my first book. It’s been a bumpy start. I began in February and spent the first few hundred hours stumbling through the wrong idea. Then I needed a 2-month break to complete Productize Your Knowledge. But since July, I have been writing
Saying Goodbye to Life
Tomorrow, I take a one-way flight to South America. It feels surreal to write this. When I was a dentist, I thought the most bad-ass way to live was to write a book whilst travelling the world. But I never thought it possible. Let me explain why. Committed to previous
Why You Find It Hard to Focus
Next week, I leave the UK for South America. I can’t wait to learn Spanish, overdose on red meat, and become Kieran Escobar. I feel most alive in a foreign country. Perhaps it’s the fear of being an outsider, but I love the discomfort. I learned so much
😱 I Lost $26,000 Last Month (Here’s What Happened)
Welcome to September’s Monthly Memo. If you’re new here, each month I share my income, expenses and what I’m working on now. This month I lost $26,536. Grab a cup of tea, let’s chat through why. The Freedom Metre When I was a dentist, I
How to Stop Comparing Yourself (One Simple Technique)
For most of my life, I’ve wrestled with comparison. It began as a teenager. I grew up in a military boarding school: firing guns, climbing assault courses, being a ‘man’. This might sound fun as a kid, but I hated it. You’d more likely find me buried in
Why Creators Are Dying (And How to Survive)
In July 2025, I was in Barcelona, journaling in a cafe nestled in a cobbled side street. I should’ve been ecstatic. I’d just made $88,000. I was writing my book and travelling in Europe. The only way life could be better was if Mila Kunis woke me
I Lost $18,000 Last Month (August’s Monthly Memo)
August 2025's business breakdown
🥳 I Quit My 9-5 4 Years Ago Today. Here’s the Most Important Lesson I Learned.
‘I can’t take this job.’ My boss’s face dropped. It’s September 2nd, 2021. I was meant to start work at a premium cosmetic dental clinic, with as many clients as I could handle. It was a dentist’s dream. And my nightmare. Because I was offered the
A Comment That Cut Me Deep (Free Email Course Incoming 👀)
Last week, I recorded a 35-minute video sharing an overview of my business. (There’s a link at the bottom of this page.) Over 200 people downloaded it on social media. But as I scrolled through the replies I read something that cut me deep: “Rare sauce drops from Kieran