I was part of a company that was doing 10s of M in revenue, a few hundred employees, and had the technical prowess and IP to become a multi billion unicorn but the blue blood CEO was so clueless that he lost literally his entire technical core staff to incredible mismanagement. My favorite memory of him, and this sounds like a fake anecdote, is that on a big emergency call where he was pulling a huge amount of engineers and project managers off an account that was on fire to help with an account that was even more on fire (thus depriving the original account of labor and guaranteeing it would be in the same state in a few weeks), he spent 5 minutes talking about the chartered fishing trip he was on in Canada and then asked the audience if anyone and any plans for the weekend. Someone spoke up and said "yeah, I'll be working."

Sure, but his equity award deadline had passed, thus the fishing trip. And if things go well with Everett on the trip, the new funding would mean he can ditch those risky accounts.