This is the last post I'm able to make, but I'm struggling with your trajectory here.
Happiness and arrogance aren't mutually exclusive - he's been perfectly happy with being labelled as some miracle worker who has had no money, despite actually buying a lot of players that went backwards (Aurier and Janssen are £50m worth right there), and being labelled as some sort of person who brings through youth (despite bringing through barely any players), bringing through Kane (despite that being Sherwood) etc.
People suggesting he was disgruntled/unhappy would be incorrect, as he was perfectly chuffed with being faultless despite making his fair share of mistakes (e.g. Son at left back vs Chelsea in the FA Cup semis, dropping hat-trick scoring Moura for the CL Final in place of not-yet-fit-kane etc.). This by no means would stop him liking his name being linked to Real, and flirting with the idea of it all.
It's been Harry Redknapp all over again - the "Now I'm too good for spurs, despite fluffing any chance to win anything - best start flirting with the big jobs", followed by the inevitable loss of form - because who wants to work hard for a manager who doesn't want to be there and is taking the credit - to the back peddling of "I was only messing, I want to stay here - I'd give myself a 20 year contract!"... but by then the dressing room is lost.
Let's remember that at the start of the summer he wanted spurs to start acting like a "big club", so they went out and broke the club's transfer record twice on £60m x 2 (one loan with commitment) for NDombele and Lo Celso, plus £30m or so on Sessegnon - then when it wasn't working out, he seemed to want the club to not act like a "big club" and said (in September) that he needed to "rebuild" in the January window, to the following week saying he was happy with the squad etc.
Basically, he has been perfectly happy gathering up the plaudits for years now (being practically immune to criticism by the media), and yet when it started to unravel (a test of the goods for any manager) he has scrambled to deflect the criticism. His book thing was the beginning of the end, and displayed a real sense of premature trumpet blowing.
I'm sure it's hard to see and understand all this if you aren't a supporter of the club involved - to be talking to the fans that aren't the stand-out ones that get quoted on Reddit or on TalkSport, but this has been anticipated by a lot of supporters for quite some time. In the words of Ramsay Bolton, "If you think this has a happy ending, you haven't been paying attention.”