I've sent 1,305 newsletters (here's what actually works)
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I've sent 1,305+ newsletters. I've run my newsletter for years. I started with a monthly edition. A messy mash-up of blog posts. Then, I moved to weekly. Now, it's near daily. I write it myself every morning (no AI please). Here are a few lessons from writing so many newsletters Mix up the format. A 30-word blast can work as well as a 300 or 3000-word newsletter. Send more emails. List owners are afraid to email more than once or twice a week. But big e-commerce brands email 3,4, and 5 times a day. You're not "bothering" readers with frequent emails—you're turning up consistently. Turn email into social content. With a few minor edits, you can easily turn a newsletter into a LinkedIn post. Or vice-versa. I use a Claude project to do this. Add value first. Give readers a reason to open up your newsletter and read it. They'll look forward to your content. They'll even write in with fun stories you can refer to. Skip paid subscriptions. I tested this model—churn kills momentum. Build open and closed info products instead. You can charge more. And churn matters less. Use personal stories. No one wants to read AI slop in their inbox. Write about what you're doing and how it relates to your readers. I regularly drop in stories about life with the three kiddos and my mid-life crisis (triathlon training). Make an offer second. Unless your newsletter is a vanity project, pitch something in every email. Every email adds value AND includes an offer—the offer IS part of the value for people ready to act. If you want to see how it's done, I've created the Vault. It contains all my personal newsletters from the past three years. That's over 150k in swipes that generated multi-six-figure revenue for my biz. Get it below
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