Great talk, very glad to see it again. I especially liked the question response (at about 25:00)
having a day job as a framework designer is probably the worst thing you could ever do, because if you want to create a tool for developers, it's best if you are intimately engaged with the task that they are, as your day job. Or:
scratch your own itch, as the openies say.
BTW: Larry Niven (scifi writer) said it's a mistake for writers to give up their day job, because then they run out of raw material (work that seemed a curse was actually a resource). I note that Vernor Vinge's most recent novel (after he quit his day job) was much worse than is earlier works (in my opinion, and in other's).