This story seemed inside-out to me. With the "you just have to find the right pre-existing market" logic, as well as the (much more significant to me) "but we were venture-funded, which was like playing a game of double-or-nothing," buried as an aside.
I think these are the real stories in this story: basically stable and relevant, coupled with irrational growth pressure. I get it, though: the personal journey through the wilds of Sand Hill Road, doing battle with market forces with an army of unknown strength, and so I would have liked to see some spotlight on the mistake of taking VC.
In this way, we also see this conclusion about halfway through the essay, "[s]o instead of pretending to be some sort of product visionary, trying to build a billion-dollar company, I’m just focused on making Gumroad better and better for our existing creators. Because they are the ones that have kept us alive."
I remember hearing a lot about Gumroad! People in the UK(? Aus?) used it a lot! In that way, this incredible journey appears as another log on the fire when it could have been part of a nice house. Or something like that. Everything about this story signals a decent business that was killed by VC.