So You Want To Hire An Operator?

From: Olly Richards27th October 2023Hobbitshire: Tokyo calling… So, you want to hire an operator for your business? Great! A good operator is the key to unlocking a lot of things in your business: stability new growth happy customers But most importantly… An operator is the key to allowing you, as founder, to step back and […]


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Why Measuring ROI is Damaging Your Business

Entrepreneurs are obsessed with three little letters: ROI Return on investment. The term “ROI” is like a diamond necklace dangled in front of your eyes… Who doesn’t want that?? “What’s the ROI on your funnel, bro?” “Oh, the agency didn’t get you ROI in 3 months? Sign us instead!” “We need positive ROI on this […]


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How Should I Spend $300,000?

The other day, I received a message on Telegram: “I’ve built up $300k in cash. I don’t know what to do with it.” I sent my reply in a voice note. The guy liked what I had to say: This means that, more often than not, all that hard-earned money ends up getting p***** up […]


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Your Online Business Needs 30% Margins

Hot take: If you run an online education business, your net margins should be at least 30%. In today’s newsletter, I’m going to explain why. Most material on things like margins is written by finance people, and can be hard for entrepreneurs to relate to. (AKA mind-numbingly boring.) But my aim today is to convince […]


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The Psychology of Email

Fun fact: I get more questions on email marketing than anything else. How often should I send emails? What should my “welcome sequence” look like? How often should I run promotions? Not only do these questions on email come think and fast… But they’re always the same… Like pick-up lines in a dive bar. And […]


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Entrepreneur Struggles from $100k to $3M

Last week, I spoke to three entrepreneurs with different-sized businesses: $250,000 $750,000 $1500,000 After each conversation, I was struck by one thing: I knew exactly what problems they were going to have … before speaking with them. It’s super fascinating how this happens… How totally different businesses can have entirely predictable problems. Enter your text […]


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Growth strategy update – Optimising for Intimacy (Vol 2)

Yesterday, I went for a long lunch with my friend, author and top podcaster Rob Dix. We talked content strategy, personal brands, and alignment. Rob and I are going through similar evolutions in our businesses. This makes our conversations incredibly productive. Spending 2-3 hours with Rob is a bit like realizing you’ve been wearing the wrong […]


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Non-Attachment and Business Success

From: Olly Richards18th August 2023116 miles West of Hobbitshire I was talking to a friend the other day who’s on a mission to build a billion-dollar company. “This is my billionaire play!” he told me. If you know me, you’ll know that the whole billionaire mission isn’t for me. Not my thang. I just don’t […]


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The Case for Daily Emails

From: Olly Richards10th August 2023Hobbitshire – Ever heard of “sea mist”? So it looks like you guys enjoyed last week’s email breakdown. In case you missed it, I showed you how to write quick daily emails that generate sales. I also gave you a breakdown of the simple formula I used to come up with ideas […]


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Blueprint Of A $10M Online Education Business

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