He's a great boss. He really is.

I had goodwill stored up because like me, he uses the tool to several times a day, he really likes it because it makes some tasks far easier (v0.1) and I added loads of extras over the years, and it was me that dreamed it up in the first place.

The new server constraint affected me on the daily but wasn't going to affect him at all for most of those three months, and even then, not often and there was a workaround for his usage, but he trusted me and he wants my end to be as convenient as his is (very fair minded guy indeed).

I would go a long long way for him. I went to his wedding in 2023 and we sometimes have drinks after work. He knows how it is, has been there, done that and got the T shirt and isn't afraid to tell truth to power:

You know you like to have X? We're gonna need Y...

Remember the prioritisation of Y you were going to do?...

Yeah, so no, sorry, we don't quite have X, partly because of this and that mistake we made, but also we weren't able to get very close to X because we never got Y.

Genuinely, cue recommitment of senior management to Y in the next quarter! It might not happen, but no shouting, no blaming, and rationality all round.

I don't think they like it at all when he says stuff like that, but they love that the crises pretty much dwindled out when they put him in charge and as he gradually recruited more people who put more effort into making things better than shouting and blaming, and as the shouters and blamers left to find employment elsewhere where shouting and blaming was effective. It simply does not work on my boss even a little bit, and he simply never does it. Customers now praise his department instead of complain about it, so he gets a lot of leeway from management to do things his way.