35 Business Lessons From My Mentors

One of the reasons I enjoy flying planes, is that it’s damn humbling to be a beginner again. With flying, there’s a lot of information to learn. And I noticed something interesting about this new information… I only truly “know” a piece of information when I’ve encountered it in multiple different situations. Know what I […]


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3 Steps To Making Better Strategic Decisions

Do you know what this blog is? It’s therapy to myself. Much of the time, when I choose to write about a given topic, it’s because it’s been on my mind, and I want to organise my thoughts. It may seem like I have it all worked out. I don’t. By the time the topic […]


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What’s It All For?

1. Last week, I spent the day at my favorite country hotel in Hobbitshire. It was a Wednesday morning. Don’t judge. Some friends were staying there, so we planned to meet up. My friends had just finished a successful product launch, and were treating themselves to a week of luxury – spa, wine, afternoon strolls […]


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A Decision Framework For Choosing New Media Properties

From: Olly Richards 26th May 2023 Hobbitshire: Just discovered a famous founder lives near me! For an online education business, content is the lifeblood. The formula is simple: Teach what you know with free content. Then sell the guided solution. Do this right, people trust you, and selling becomes easy. From $0 to $1M in […]


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Money Needs A Plan

From: Olly RichardsHobbitshire: Literally sitting in a castle right now Entrepreneurs are weird when it comes to money. We great at making it. But once we have it… We’re terrible at knowing what to do with it! One of the reasons this happens: Nobody talks about managing money! So you’re kinda left to figure it […]


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The Smart Way to Scale from 1-to-1 to Group Coaching (Without Imploding)

From: Olly Richards 12th May 2023 Hobbitshire (Isn’t it supposed to be Spring already?) When you’re scaling a business… The order in which you do things matters. A lot. A few weeks back, I received an email from a reader who was struggling to shift away from 1-to-1 client work, and into group coaching. Unfortunately, […]


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How To Use Killer Offers To Unlock Hidden Profits

From: Olly Richards Date: 5th May 2023 Lanzarote: On our annual StoryLearning team retreat! The other day, I saw this tweet: The tweet suggests: “Referral programs don’t work very well in 2023.” I sat looking at this tweet for a little while. And strangely for me– My brain shut down! Something about this question short-circuited […]


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How to Maximise Your Entrepreneurial Value & Income

Some time in 2020, I felt a shift brewing inside me. Perhaps it was pandemic-induced cabin fever. Maybe it was an early mid-life crisis. There I was, plugging away inside StoryLearning (my language learning business), when a thought struck me like a lightning strike on a clear day: I spend far more time thinking about […]


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Building an Audience That Buys: The One Thing You’re Probably Doing Wrong

From: Olly Richards21st April 2023Hobbitshire (feeling the jet lag) Late last year, I was in Marrakesh (Morocco) with a group of entrepreneur friends. The villa was gorgeous… The pool was Instagram-worthy… The masterminding was epic… But it wasn’t all rosy: The city tour we arranged for Wednesday morning took an unfortunate turn, spiralling into one […]


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Blueprint Of A $10M Online Education Business

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