This former Amazon executive generates over $200,000 from a newsletter he sends just once a week

24 Sep 2025 • 54 min • EN
54 min
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My newsletter: https://simonowens.substack.com/   If you ask Dave Anderson what he does for a living, he’ll probably tell you he’s retired, but that’s not entirely true. While he did leave his last full-time job at Amazon back in 2020, he still writes a weekly newsletter on Substack about tech leadership. And even though he only works on the newsletter part time, it currently has over 2,000 paid subscribers. It turns out a lot of people want to tap into his insights gleaned from 20 years working in the tech industry, including over 10 at Amazon. In a recent interview, Dave discussed the newsletter’s origin story, how it found its audience, and why he doesn’t have any ambitions to scale it into a larger media company.

From "The Business of Content with Simon Owens"

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