"How to Succeed on Substack"

I used ChatGPT to find role models who had tread this path before me. While I had feared that no one else had successfully combined being a writer with building a valuable business, I learned that I was wrong. Sam Harris, Bill Simmons, Kevin Espiritu, and several other creators had done exactly this—and well.

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At each point between phases, I didn’t know where my next source of funding was going to come from. What I can say is that if you’re writing thoughtfully, in public, about a topic of niche interest to a certain set of people, and getting those people to engage with your work, it’s very likely that someone will come along and offer to pay you to kee... See more

Second, and I’m going to be brutally honest with you here, unless you really love the craft and process of writing, the path to becoming an independent, successful, widely read writer on the internet is going to frustrate the absolute shit out of you. Writing online requires an unrelenting commitment to consistency. Writing online means tolerating

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