The problem with money

Here’s the problem with money… Everyone assumes that “scale” is the only game in town. Growth… scale… 10X baby! True — for many startups, it is all about growth.

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Google vs Olly

So, last weekend I was sitting in my garden enjoying a relaxing Hobbitshire sunset… When my phone started pinging. (Not literally pinging, because I don’t let my phone

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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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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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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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I stole this 15-minute Netflix trick for my email marketing

There’s been a murder in the White House. It happens during a state banquet. A world-famous detective is called. No-one’s allowed to leave – presidents, ambassadors, famous stars…

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Are you a pillow kisser or a business owner? (How to tell)

Question: How do you know when an online business has “grown up”? Answer: When their ideal customer lands on their website and says: “Holy s*** — this was

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Why Course Sales Are Declining

A couple of weeks ago I published a series that caused quite a stir: “How a 7-figure Business Dies” Since then I’ve had a lot of emails from

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