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?? ROI is unfalsifiable. If you don’t know the exact ROI of a project, it’s easy to feel dumb. But… In my experience, “ROI” is far from […]


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How Should I Spend $300,000?

The other day, I received a message on Telegram: 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 the wall. In the case of this particular guy, he hired me to mentor […]


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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. 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 that got me thinking: Eventually, I realised: People don’t really understand why they’re sending emails in the first place. […]


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Entrepreneur Struggles from $100k to $3M

Last week, I spoke to three entrepreneurs with different-sized businesses: 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 here…The reason? Levels […]


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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 Richards 18th August 2023 116 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 […]


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The Case for Daily Emails

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 in the first place: Really, as far as email marketing goes, […]


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 10-Minute Emails That Make You More Money

From: Olly Richards 4th August 2023 Hobbitshire: Something big is brewing… Last night, I was on the phone with my business mentor. About 47 minutes into the call, he told me an anecdote about a business he worked with: “Scaling was simple for them… they just started sending daily emails.” I didn’t bat an eyelid […]


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How to Make Better Decisions

Do you know what an entrepreneur does? An entrepreneur makes decisions. Lots of them. Think back to your first couple of years in business – you were probably making 50 small decisions a day: Getting your business off the ground involves 1,000s of tiny decisions, most of which you make on gut feel. Gradually, things […]


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Blueprint Of A $10M Online Education Business

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