10 Tips for Running the Perfect Team Retreat

From: Olly Richards31st May 2024Hobbitshire: Living in a permanent retreat… Every year, I hold a team retreat for my company, StoryLearning. We’re a fully-remote team of 16 core staff, spread across the world, from Buenos Aires to California, Johannesburg to Madrid. But for one magical week a year, we all gather in one place, for […]


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Launch Lessons – Hiring Mastery Workshop

This is an analysis of my most recent paid workshop – Hiring Mastery. Sales, numbers, mistakes made, etc. I follow a couple of marketers who do this, and I always enjoy the reflections. So maybe you’ll enjoy it too? You can let me know. If it’s a hit, I’ll do one of these each time […]


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Why Paid Ads Don’t Work for Creator Businesses

From: Olly Richards26th April 2024Hobbitshire: In full bloom (finally!) Today, I thought I’d write about the question of ads. And why ads don’t work for creator businesses. I see the same pattern over and over again: Creator business has some success Wants to grow even faster Run Facebook ads for their products Gets killed Runs […]


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How To Rewire Your Money Brain

From: Olly Richards12th April 2024Hobbitshire: AKA Atlantis The other day, I was chatting with an entrepreneur about money. He was telling me about his strategy for spending the money he makes in his business. He sent me his priorities: Probably seems familiar? For 99.9% of people in the world, this hierarchy makes sense. But for […]


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How to Live Life on First Principles

This post is about how to live the good life as an entrepreneur… By using First Principles to decide how you spend your days. But I’m going to start with a list of things that have gone wrong in my life recently. Because – yes – Uncle Olly is also human, and s*** happens to […]


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How to Get Your Sales Funnels Working Better

From: Olly Richards29th March 2023Hobbitshire: One (funnel) step at a time… So, you’ve got a new product. Product is done. You’re ready to start selling the thing. But how? Email sequence? Probably. Sales page? Hopefully. Checkout? Unless you hate money. But there are more decisions… VSL or long-form sales page? Price on the sales page, or hide it […]


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Don’t Scale Your 7-Figure Business

Earlier this week, I talked to a friend who wants to scale his business. It’s a pivotal decision for him. Honestly felt like life-or-death. Thinking about it afterwards, I felt like I was able to give my friend very useful advice… because I’d been through the exact same journey myself. More: Any entrepreneur who reaches […]


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Why You Shouldn’t Hire a CMO

At many points during the growth of my business, I felt like I needed a Chief Marketing Officer. Here’s I wanted a CMO: The business was growing just fine, but I couldn’t see the next level. I didn’t know what the next stage of growth would look like. “How do we 10X this puppy?” — […]


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Who Do You Need On Your Finance Team?

From: Olly Richards15th March 2024Hobbitshire: Not an invoice in sight Finance is never a problem for an online business… Until it is. For the first 4-5 years of my business, I managed everything from my one bank account. Quite happily. We got cash? We good! But as we grew, things started getting more complex. Before […]


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Blueprint Of A $10M Online Education Business

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