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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The Engagement-Based Business Model

From: Olly Richards14th July 2023Hobbitshire: Stranded in a corn field I think the Internet makes people lazy. Doing business is too easy. You can make content for free, run ads easily, spam Twitter, then just throw together an offer and… “Someone’s gonna buy!” But that’s not business. That’s grifting. I think the old school direct […]


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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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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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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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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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Blueprint Of A $10M Online Education Business

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