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- 🦅 After 30 Dead-End Jobs, He Grew His Email List to 70,000 Subscribers
🦅 After 30 Dead-End Jobs, He Grew His Email List to 70,000 Subscribers
And the best trick to create content faster
After 30 Dead-End Jobs, He Grew His Email List to 70,000 Subscribers
Jesse J. Anderson cycled through about 30 jobs in his twenties. Each one started the same way: he'd love the work for the first few months, then slowly fall out of it as the boredom set in and the details started slipping. He read every exit as a personal failure. Teachers had been telling him he wasn't reaching his potential since junior high, and the pattern seemed to confirm it.
At 36, after a casual nudge from his wife, he got an ADHD diagnosis. He spent months studying ADHD in therapy and on his own. Then he started writing about it...
1) The 30 day-challenge that became a newsletter
Till February 2021, Jesse barely had an audience. He tweeted occasionally, and the only posts that ever got engagement were about ADHD.
Here's a typical tweet (with typical engagement rate):
And this is one of the first tweets in which he started to focus on ADHD:
He noticed the signal and decided to find out if it was real, so he joined Ship30for30, a daily writing challenge that forces you to publish one short essay every day for 30 days.
He didn't pre-pick a niche. He wrote across the topics he'd already been thinking about, including the ADHD work he'd been doing in therapy. It didn't take long for the pattern to become clear. The ADHD essays got way better engagement.
Take a look, he published this post just a couple of weeks after the previous one, yet the engagement rate is on a completely different level:
He started focusing on ADHD more and more, till it became “his thing.”
The lesson: don't spend time pre-picking a niche. Post about those topics for which you have a genuine interest. Be consistent and when something gets traction, double down.
2) Protect the access to your audience before the algorithm changes
During Ship30for30, Jesse launched Extra Focus, his newsletter about ADHD.
Once it was live, Jesse repackaged the same essays as issues. Then he bundled them into a free PDF, called it the ADHD Strategy Guide, and plugged it on 𝕏 and TikTok. He paired it with quippy, evergreen tweets, treating 𝕏 as his testbed.
𝕏 became his dominant funnel for years. His subscriber growth flowed through it all the way to 59,000 readers by mid-2023. Then his engagement dropped sharply, and Jesse shifted attention to Bluesky and YouTube.
To be clear, this is not "Elon's fault."
It's normal for a platform to change its algorithm. It happened in the past, and it will continue to happen.
We creators can complain about Elon or Zuck being &#!*^%, or we can play smarter like Jesse did.
Convert as soon as possible your followers into email subscribers (that's why Hypefury has a feature called "autoplug")
Don't bet everything on one platform. Pick two platforms and use Hypefury to schedule your posts, so maintaining your daily presence doesn't eat every minute of your life.
3) Constraints are how the work gets done
If you want to grow online, you have to create content. Consistently and in big quantity. And this is the most common issue for creators: it's hard to find enough time for this task.
Here’s how Jesse fixed this problem.
The newsletter used to eat hours per issue and was burning him out. Now he sets a 30-minute timer and writes the whole thing inside it.
Since I know that I’ll write it quickly, I end up thinking about it leading up to my writing time. I’ll often have my topic or general idea decided the week before and I just sort of mull on the idea throughout the week, so by the time I sit down I already have a good idea of what I’m going to say despite not having written a word yet.
Long-form projects need a different shape. Jesse started his book with energy and ideas, then forgot it existed for months.
To fix this, he hired an editor to impose deadlines and ran a beta-reader cohort to create stakes.
He created external constraints and the risk of embarrassment to force himself to work on the project without useless delays or rewriting.
Just like with the Ship30for30 challenge, constraints help him be productive and push out content even when he doesn't feel ready or inspired.
It's a trick, but it's probably the best way to kill your impostor syndrome or the 10,000 "very good" reasons to wait and post tomorrow or the day after, instead of today.
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Because marketing shouldn’t feel like guesswork. And you shouldn’t have to dig for the good stuff.
NEWS CREATORS SHOULD KNOW ABOUT
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AI made mediocre writing free, so spiky writing wins
Founders should stop announcing features and start announcing opinions. Lead with the strategic insight only you can see, pick a spiky take, and show what you chose not to build. Use AI to sharpen messy human drafts, never to generate them from scratch. Write to your board, not your marketing team.
Your AI feature gets cloned in a weekend. Distribution doesn't.
Product moats now last about 90 days before someone copies them. The only durable edge in 2026 is distribution: a warm audience primed before launch, power users who become co-creators, exclusive partnerships, and newsletters treated like products with retention metrics. The right question stopped being "is the product good enough" and became "do I have enough reach for launch to matter." Builders who chase defensibility through features keep losing to builders who chase it through audience.
WHAT’S COOKING AT HYPEFURY
Are You Ready To Monetize Your Audience on Threads?
I just released the exact playbook I used to build 41 digital products, generate 27,000+ downloads, and make over $33,000 on Gumroad.

That’s it for now, everyone! We’ll meet again next week to discuss more of this!
Don’t forget to try Hypefury (for free) if you haven’t yet.
Feel free to reply to this email. It goes directly to me.
Cheers,
Yannick Veys
Co-founder and CMO of Hypefury

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