Monk - had to go and he's disappeared from view since Gibson sacked him
Pulis - he might have been asked to have a look at the overall club set up, but he turned a decent squad into a team of hoofers, and cut his nose off to spite his face with his tactics in the playoffs and treatment of our better players. No one was sad to see him leave, and he can hardly feel hard done by at the end of his time.
Woodgate - club seemed to accept mediocrity and a long term strategy of polishing cheap rough diamonds (many of them still in the squad today) but Woodgate was undone by COVID-19 and just not having the experience around him. Survival in the league became survival of the entire club as a going concern and you had to bring Warnock in.
Warnock - saved us from relegation and likely oblivion in league one. But football in the second season was a grind, and if crowds had been allowed in, I expect there would have been more pressure on him over performances. It was clear his final season was going to be the Neil Warnock Retirement Tour, along with his mates Blackwell and Jepson, and there's only a few people still holding a candle for him and his football.
Wilder. He's a bit David Brent, isn't he? All management speak and platitudes which sound great when the results are coming in, but it unravels quickly. I think he basically believed his own hype too much, never had a clear vision about what he wanted to do with Boro, and there's been a parting of the ways since the transfer window shut.
However, I think the thread through all this is what do the club actually want to achieve and is this communicated clearly enough to the managers/coaches? The Wilder stuff feels to me like one person being promised one vision while another group of people are working in a completely different direction.