Worst person I've ever worked with. When I tell stories at future jobs I fully expect people to not believe me. Hell, people who weren't there for earlier incidents often didn't believer them.
Just basic docker use (or something similar) would have made a HUGE difference. Parts of the department were sent to training but it didn't happen because it would have made him less indispensable.
At one point someone higher up (but not high enough) asked how many servers we had in Amazon and the answer like 10x our physical set.
"And only one of you manages them?"
"On the side, we don't usually have to touch them."
"Then why does it take 4 people for the other servers?"
(Collectively) "Yeah. Why IS that?"
Change control was a big problem too. "Random" changes, things that didn't change at all (even when we could prove it), stuff like that causes SO MANY issues, basically all avoidable.