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

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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

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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

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How I’ll Make $1 Million in 2024

From: Olly Richards12th January 2024Hobbitshire: Bring on Summer! (please)Obnoxious.Braggy.Crass.That’s how today’s newsletter may come across.After all, who wants to sit and read about someone on the internet talking

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What the Hell Happened in 2023?

Well, hello you gorgeous people!Happy 2024!Judging by the emails I’ve been getting saying “Are you ok? What happened to you?”, I conclude that not everyone got my November

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How to Work Only 6 Days a Month

When I wrote the homepage of my website earlier this year, I began with:“I run a $10M online education business.”Then...Just before publishing, I added a throwaway line at

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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

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Why Measuring ROI is Damaging Your Business

Entrepreneurs are obsessed with three little letters:ROIReturn 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

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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

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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$1500,000After each conversation, I was struck by one thing:I knew exactly what problems they were going to have …

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