Sharing the email growth & monetization playbooks we use for clients inside our $20M portfolio. Building my email marketing agency to $1M ARR

Joined November 2011
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i'm back! i haven't tweeted consistently since ~2022. but a lot has happened since then: - helped scale a portfolio of info businesses to over $20,000,000 in revenue - moved to TX, then Arizona - built an audience of over 45,000 people across LinkedIn and email - launched a paid newsletter called AI Email Marketing Prompts - launched my new business, Velocity, a done-for-you email marketing & ghostwriting agency I really miss X though. here is where I got my start, where I learned to write, and where I found my people. so I'm pumped to be back!
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The most successful marketers I know all share this one trait: They are always testing things. So it's not like they're inherently smarter. They just learn 10x faster than everyone else because they're constantly experimenting. Which is why I like to say: Marketing is just jargon for testing.
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Weekly reminder: It doesn't matter how big your email list if people: • Don't trust you • Don't read your emails • And don't buy your stuff Don't let vanity metrics fool you.
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It doesn't matter how good your sales page or your emails are. If your offer isn't good, you will struggle to drive sales. So before obsessing over "improving your funnel," obsess over creating an irresistible offer.
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It's so easy to finish a product launch and just move onto the next thing. But you can't get better at launching things if you don't take the time to crystalize your learnings. These are the 5 questions I ask myself every time we wrap up a course or product launch: • What was our goal? • What were the results? • How did our emails perform? • What could we have done better? • What did we do well that we could double down on next time? This is one of the most profitable habits you can build as a marketer.
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Very few people know this but... Before email marketing became my "thing," I made content around all sorts of random topics: • Crypto • Fitness • Creativity • Copywriting • Writing online • Community building • No-code automation And in hindsight, I am glad I did all that experimenting. But if I could give my younger self 1 piece of "niching down" advice, it would be this: Stop obsessing over "your niche." Instead, obsess over mastering one or two skills—and just share everything you're learning in public. That would have made my life so much easier.
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Subject line hack: When possible, add a big number or money figure to your subject lines. I've run hundreds of AB tests & subject lines with big numbers "consistently" outperform other variations. But here's the caveat: Make sure to use "numerals" instead of "spelled-out numbers." For example: Instead of "three million," say "$3,000,000." The big number is what stops the scroll.
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Email marketing tip: Whenever you send an email with an ask, always add the link more than once. Why? Because the more times you add the link, the more likely people are to click. And yes, this applies even if the "ask" is for the reader to access a free valuable resource.
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You don't need 100 email sequences to build a 7-figure digital business. You only need 5: • Lead magnet nurture flow • Post-lead magnet sales flow • Abandoned cart follow-up flow • Evergreen nurture newsletter flow • New paid customer onboarding flow And the nice thing is - you don't need to build them all at once. Instead, you can build them one by one as your business grows.
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Newsletter landing page tip: Always put your opt-in box above the fold. If you want people to give you their email, you have to make it easy for them to do so. Pro tip: Make sure this is the case both on desktop and on mobile.
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Copywriting tip: When writing a long-form piece of copy, always weave in multiple CTAs throughout. Why? Simple - not everyone is going to make it to the end. In fact, most people won't. So by adding in multiple CTAs you increase the odds more people see one & then take action as a result.
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The biggest email marketing lesson I've learned (after 4 years & millions in revenue): Send more emails. There's a direct correlation between the number of emails you send and the amount of revenue you generate. So if you think you're sending a ton of emails, send more. Because you're probably not sending enough.
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Most newsletter creators fail because of the same reason: Lack of consistency. Which is why the most important system you can create for your newsletter is a repeatable newsletter format & template. If you nail this, you're already ahead of most writers.
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The problem is not that people are using AI to write their content. The real problem is that a lot of those people do NOT know how to write well. And as a result, they can't tell the difference between good writing and AI slop. Because let me tell you… The people who know how to: - Write well - And effectively prompt AI to write like them They're not posting AI slop. They're creating quality content - just 10x faster than they used to.
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20 ways to make more money from your email list: 1. Run a webinar 2. Send more emails 3. Run more AB tests 4. Alternate between CTAs 5. Nail your welcome email 6. Improve your subject lines 7. Launch more lead magnets 8. Create a welcome sequence 9. Launch new offers more often 10. Always add a PS to your emails 11. Send more "story-based" emails 12. Run flash sales every 6–8 weeks 13. Create a post-purchase sequence 14. Add a Pre-S to some of your emails 15. Implement an abandoned cart sequence 16. Do cross-promotions with other creators 17. Create an affiliate program for your main offer 18. Ask people why they didn't buy after a launch 19. Ask your subscribers what they need help with 20. Segment your subscribers based on pain points
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One of my biggest lessons after launching 30 lead magnets (in less than a year): You can have the *best* lead magnet in the world. But if you don't promote it, nobody will see it. And all the effort you put into creating it will go to waste. Even the most valuable free resource is worthless if your audience doesn't know it exists.
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I have a weird habit before sending any newsletter: I go for a walk and read the entire email on my phone. Not at my desk. Not on my laptop. On the move, like a real reader would. This does two things: First, it shows me how the email actually looks to my audience. Second, it forces me to experience it the way they do - distracted, multitasking, probably walking somewhere. If the email can hold my attention while I'm moving, it can hold theirs while they're commuting. If not, I go back and fix it.
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3 ways to make your CTAs more compelling: - Add an outcome or benefit - Add social proof - Add both Here's an example. V1: "Click here to join my free newsletter." V2: "Click here to join my free newsletter—and start growing your email list faster." V3: "Click here to join 9,000 others inside my free newsletter." V4: "Click here to join 9,000 others inside my free newsletter—and start growing your email list faster." Small tweaks. Big difference.
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The fastest way to improve your email copy: Make it more specific. Especially when it comes to describing pain. After all, pain happens in specific moments. And if you can accurately describe people's pain, they'll trust you can help them solve it.
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This is one of the best newsletter landing pages I’ve seen in a while (and I see dozens of them every week):
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If you want to grow your newsletter faster, don't promote your newsletter. Promote a lead magnet instead. Newsletter offer: "Give me your email for weekly content about X." Lead magnet offer: "Give me your email and I'll solve this specific problem right now." Which one is more compelling?
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