A lot of these appear to stem from inexperience -- the founder/CEO/CTO doing and saying what they think they're supposed to do or because "that's what successful people do."

I'm going to be slightly reverse-ageist for a moment: I'm at a startup where the average age is over 40, the founder is deeply experienced as both an engineer and a manager, and I can honestly say that NONE of this stuff happens. I took my reading these anecdotes to appreciate how nice (and apparently rare?) this is.