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Sad that the blog posts stopped after getting employed. I was hoping for some interesting insights after five years of doing it professionally.
I am currently at the stage from where I admire the software world from outside, trying to be competent one day at a time. The author is a badass for landing tailscale!
I'm sure you've changed lots in the last 5 years, but laughed (kindly) at the bit about feeling silly for leading your pairing partner down a garden path for a morning: I've been a professional (or, at least, paid) developer since 1996 and I still take a wrong turn at least once a month, if not more often, and will happily bring a pairing partner along for the ride!