I’d rather have NO business than do THIS!

Let me tell you a tragic tale about my very first welcome sequence. It was 2014, I think. It looked a bit like this: Now, I know what you’re thinking… “Steady on, Olly… you’re in danger of annoying them with all that selling!” But of course, there wasn’t much chance of my annoying anybody ever, with […]


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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. When I asked her about her secret sauce, she shrugged and said: “When I do sales calls, people just love me. They know I can help them […]


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3 types of subscribers (and which ones to ignore)

The fundamental tension for online educators is this: So, how do you navigate this, as someone who cares about your brand and reputation, but still needs to run a business? Here’s how I think about it… I categorise my audience in three different groups, and seek to create a unique experience for each: Firstly… The […]


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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… they’re all locked in until the murder is solved. Classic whodunnit stuff. Not my invention, unfortunately. It’s a new Netflix show called “The Resident.” Fast-paced. Gripping. But […]


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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 made for me!” Like these emails that Uncle Olly receives regularly: When you can get reactions like this, selling your stuff is easy and effortless. But getting […]


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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, we have customers learning with wildly different goals: Some for workSome to keep their brains healthySome to speak with their partner in their language To make matters […]


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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, we have customers learning with wildly different goals: Some for workSome to keep their brains healthySome to speak with their partner in their language To make matters […]


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Why you can’t enjoy your holidays

A few summers ago, I was on a driving holiday in Scotland. Glorious. Driving through the dramatic landscapes of Skye and Inverness… I felt like I was on Route 66 or something. (Not that I’ve never been on Route 66. It just felt a little otherworldly.) Apparently, it rains a lot in Scotland. Not this […]


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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 seasoned entrepreneurs with a similar story to tell. “Olly, WTF – you’ve just described my exact situation.” Tldr; (You can find and share the series here) But even […]


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Blueprint Of A $10M Online Education Business

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• Business model blueprint
• Product ecosystem
• Team structure
• Evergreen sales strategy
• And much more...

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