It was explained some years ago how Woodward's narcissistic tendency to overpay and to bring in narcissists like himself would lead to this, in particular the covert desperation that leads to posturing and the problems that in turn creates.
Protip: Narcissism has very little to do with the bratty/me-me thing most people think of it as. Those are extreme cases; think of them like a very large wart or a huge tumor that anyone can see. The vast majority of narcissists that one has to worry about are usually quite popular, very adept at using social leverage to get more people to 'like' them. They want to elevate themselves - through force or education etc. - to a position where they can reinforce their self-image via others and, crucially, be in a position to belittle others, as this also serves that primary drive of self-image reinforcement.
Again, one of the easier ways to spot one is that they'll be 'magnanimous' to people who kiss up to them, cultivate a benevolent image (note that they're of 'higher' social status in this construct; this is absolutely crucial) but also routinely engage in belittling behavior - i.e. even something as 'innocuous' as calling others 'twats' - but done routinely, and always coupled with that 'I'm in a position to do so' element, or behavior such as indirectly dissing their club - and then have their cultivated acolytes defend them. This "benevolent/'higher status' figure who has to put up with the twats" behavior is one of the easier signs to spot.
It happens everywhere, but in an 'elite-level' organization, you run into several particular foibles stemming off from their drive to say the right/popular thing whilst in reality their main drive is only that self-image reinforcement. One of the main foibles in such an environment is that these people are 99.9999% of the time less-capable than their would-be peers. To the average person, it's "oh wow, that person's way smarter than me/a financial wizard surely (s)he belongs at the top." But to the actual people at the top, these people are clearly recognizable as second-rate.
A good majority of the time, they simply can't get in due to this. But if one ever does manage to get into an elite organization - such as in Woodward/Pogba's case - it can cause issues like we're seeing now.
Anyways, tl;dr, it's impossible to create an environment where it's "a privilege to play for the club" when you overpay. This poisons even those with the proper mentality, steering them towards 'everyone else is doing it, feck it.'
Posted years ago about how De Gea's contract was quite possibly the result of a dressing-room culture war with De Gea feeling a need to 'unseat' Pogba as top-earner to try and steer the club mentality in a better direction. (Yes, it's a messed-up position for someone to have to be in, to want to stand up for what's right, but then paradoxically having to 'make more money' to try and quell the bad influence of a posturing non-alpha. Remember, narcissists use their 'higher status' in subtly negative ways. 'Normal' people don't think like this and particularly don't like the negative aspects, and have a hard time dealing with it as a result.)