Did I just get lucky?

There’s a doubt that’s been lurking in the back of my mind for the last 12 years. A worry that’s been gnawing at me. A concern that I’ve

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The 7-figure myth

People have very distorted views of money and success. Often, they get it flat-out wrong. Take the myth of the 7-figure business. Tell the average online business owner

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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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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’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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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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The dark side of being “good on calls”

I have this friend. Brilliant coach. Clients are queuing up around the block to work with her. She’s completely maxed out. Can’t fit another soul into her calendar.

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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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The “multiple avatars” problem (and how to fix it)

If you’ve been in business for a few years, you likely see a number of types of customers inside your business. For example, in my language business, StoryLearning,

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