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The OP only mentions the below in passing, but I thought it was one of the more interesting parts:

"A former coworker offered me a job as CTO at a startup he'd left justin.tv to found. That seemed like just the kind of thing I was looking for, but after nearly a year it was clear it hadn't worked out."

I'd be curious to hear more about what happened. If somebody were to offer you a similar opportunity again today, what characteristics would you look for in that person (and company), and how would you test them?

After watching hours of digital drawing and painting videos on Youtube, and watching notch code the other day on Twitch, I can definitely agree this is an interesting vertical to explore.

Take some more time off for Lisp hacking!

Hah! As it happens, I had just started experimenting with designing a new Lisp dialect when I got Emmett's email! It was working out pretty well, and I was having a lot of fun, but I think the world needs livestreamed creativity more than it needs yet another Lisp :)

Life At A Startup (part 2)