Told my boss in March that the Friday 4pm deploys were causing our weekend pages, and he made me do them anyway
He said quote nobody checks the site on Saturdays, so I stopped checking too. Two weeks back a customer in Austin found a broken checkout button at 7am Saturday and we lost about $800 in orders before anyone woke up. He never said a word to me about it, has anyone else had a boss eat crow quietly like that?
There was a study a few years back from a software group that looked at deploy timing and failure rates, and Friday afternoon releases had way more problems that dragged into the weekend. The part that stuck with me was that the cost was not just the bug itself, it was the hours lost before anyone noticed. Your Austin story is exactly that. A broken checkout at 7am on a Saturday is the worst case, because that is when people actually shop. The fact that he stayed quiet tells you he knew he was wrong. Some bosses would rather swallow it than admit they ignored you back in March. I would keep a short note of that $800 somewhere, not to throw it in his face, just so the next time he waves off your concern you have something concrete to point at.