Dealing a harsh strategy lesson to unsuspecting entrepreneur…

Mentee: Olly, I have an idea. Olly: Cool, I love ideas! What is it? Mentee: So, I was thinking of creating a new offer for my agency. A

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I’d rather have NO business than do THIS!

Let me tell you a tragic tale about my very first welcome sequence. It was 2014, I think. It looked a bit like this: 1 email a week

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3 types of subscribers (and which ones to ignore)

The fundamental tension for online educators is this: You want to sell our products But you don’t want to be “salesy” So, how do you navigate this, as

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The “multiple avatars” problem (and how to fix it)

If you’ve been in business for a few years, you likely see a number of types of customers inside your business. For example, in my language business, StoryLearning,

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17 tips for writing an intoxicating email newsletter

Somewhere deep in the dusty corridors of an ancient Aweber account… Covered in cobwebs and left to rot… Are some of my very early email newsletters that I

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Should I build another product?

Once, I sent an email to my list on “Why being bored can make you millions.” And then a question came in response: What is the rule of thumb for when

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Do THIS when your audience isn’t ready to buy yet

Level 1 of the Messaging game is being able to create that “Holy s—-, you wrote that email just for me!” experience for your audience. AKA “Rookie level”. Milk and

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Why do you spend all that money?

As StoryLearning grew, I got used to something that sucked: Money coming in through the door. And then flowing right back out again. Now, this never used to

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How to ethically FORCE journalists to remember your brand

Most people never write about themselves in their emails. Not about themselves. Not about the people “behind the brand”. This is a huge mistake. Here’s why… There’s a

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How to Make Big Investment Decisions

I was talking with an entrepreneur recently about a familiar dilemma: “Should I hire XYZ agency for a $30k piece of funnel building work?” The questions were: Is

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