AI-maxxing my marketing to the HILT!

This week I had a rather bewildering experience creating an absurd amount of marketing assets for the StoryLearning App with AI. I conservatively estimate that the stuff I got done this week alone would have cost me $10-15k in freelancer fees, plus WEEKS of agonising back and forth. Instead… I just did it all myself, […]


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Sales, strategy & clay pigeons

Back with the latest edition of my newsletter, charting the grand pivot of my education business into software. And here’s what I’m going to cover today: 1. Sales update So, first up, in terms of sales, I’ve not been doing anything on sales since our big launch in August, mostly because I was chilling out […]


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How to Sell High-Ticket Courses Online in 2026

If you sell a high-ticket course or programme, you’ve felt the change. The monthly promotion that used to do the heavy lifting now lands in an inbox flooded with AI-written noise and hardly registers. The problem isn’t your course. Audiences are desensitised. After the pandemic pushed everyone online, email newsletters exploded. Then AI made it […]


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How to Track ROI on Organic Content (Without Perfect Data)

Ask most online education business owners which of their organic content platforms produced what in sales, and you’ll get a blank look. Most people can’t answer that question. They know the blog is old, the YouTube channel is active, Pinterest brings views, and word of mouth exists, but they could not put a dollar figure […]


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An Underwhelming Launch

Last week I launched the new StoryLearning app to my wider list, and so today I thought I’d document what happened and give a few thoughts. First, here are the headline numbers for the week, as always with last week’s numbers in brackets. The Launch So, last week I told the story of launching to […]


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A very, very good webinar

Welcome to week número dos of documenting the evolution of my education business, StoryLearning. I’m making the biggest move in 13 years by building a consumer app. And trying to do so without: You can read background about the project here, including results from the soft-launch of the app. The week in numbers: • Active users: 656 (351) • […]


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First results from the new StoryLearning App

Welcome to something new… Olly in Maker Mode. From here on, I’m going to focus this newsletter on documenting how I’m evolving my 13-year-old business, StoryLearning, by building a new AI-powered software product alongside it. The first milestone goal: $1m ARR. In my mind, if we can hit that in the next 12 months, it puts firmly […]


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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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