That being a winner thing has definitely been true with managers too. I think it's what largely led to us appointing Ronald Koeman, on the basis of what he had won (mostly as a player). I mean Roy Keane is a "winner" on the pitch- in the easiest sense of the word, and you can see listening to him would be perfect on the pitch, but can also see how he would be an awful manager, and in honesty once he stopped performing on the pitch a massive pain. To a degree, Neville Southall was probably a bit like that, and it's why once he was dropped Kendall sent his as far away from Bellefield as possible (and even told him he couldn't train with the 1st team).
As for Holgate, I think he has got a good atittude on the whole, there are technical issues with him. His awareness isnt great and has never been great. To a degree it is something that improves with age, so there is some hope, but his general awareness is poor (a bit like that Gomez at Liverpool, they don't have the peripheral vision good defenders have where they sense whats behind them).
The big thing with Holgate is probably people going to extremes on him. I appreciate it's often not the same people, but he isn't better than Stones (even when Stones was struggling at City) and nor is he now awful. He's decent. If he had a run of games, he'd probably do ok, but we want better than ok.
We have gone from hating Schneiderlin, Tosun, Niasse to now seeong this lad as the weak link. To a degree it's progress of sort.
I said a few weeks abck, if the right offer came in I'd move him on. He's one of the few saleable assets who we probably wouldn't miss enormously. If a good bid doesn't come in, I'm fine with him beign a squad player too. I think if he went to a Bournemouth as 1st choice centre back, and got a run, he would quickly look very good for them, and look great value too. I'm not sure he will ever be an elite centre back though.