The $2-3m “sweet spot” you’d be wise to heed

You know what gets my goat? People who torch their perfectly good businesses trying to “10x” them. Last week, I had coffee in London with a friend who

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Why I used to hoard cash (a confession)

Around 6 years ago, I had a conversation I never forgot. A conversation about business cash. It went like this: Friend: “Olly, how much cash do you keep

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How I rescued my mastermind from the jaws of death

Last week I held the first meeting of my 2025 mastermind group in London. It was a blast… My mastermind group has 8 entrepreneurs — all online educators.

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33 lessons from my mastermind last week

I held my first mastermind of the year in London a couple of weeks back at the Novotel in Canary Wharf.Coincidentally, I find myself in the same hotel

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I saved $28,727 in 2 hours

Do you ever fantasise about having an office? I do. As much as I love my life in Hobbitshire, and as much as I’ve designed all my businesses

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What everyone gets wrong with A/B testing

Marketing porn. Here’s a definition: ”Stuff that makes you feel sophisticated when you talk about it at conferences.” Chief culprit? AB testing. Oh, AB testing… Don’t you just

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Please don’t start a Substack

No. And neither should you. .... Wait, you expected more meat on the bone? OK, here goes… ... Recently everyone seems to be getting on Substack. Weird, I

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What’s the ROI of a team retreat?

Greetings from sunny Malta. I’m here for our annual team retreat with my business StoryLearning. It’s the same playbook as ever: Find a great villa Find a great

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Dealing a harsh strategy lesson to unsuspecting entrepreneur…

Mentee: Olly, I have an idea. Olly: Cool, I love ideas! What is it? Mentee: So, I was thinking of creating a new offer for my agency. A

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The measure of the man…

This is not the email I expected to write today. I thought I was going to write “launch email 2” or whatever. Instead, I find myself scrambling to

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