Plus its kind of hard to keep a squad happy on a rigid wage structure that pays them well below their actual worth. Its funny that over the years posters on here have always argued, in debates against Glastonspur, that Spurs will have a hard time keeping hold of their stars on their current contracts when they could be paid more elsewhere but somehow fail to take that into account when assessing Spurs' meltdown.
Like you said, he knows how to coach the playing style Ole claims to want and need billions to implement. He has done that twice in his career and there is no doubt that we have a young squad suited to those methods and funds to add to it, the opportunity is there to set right the missteps of the past several seasons and we'd be fools to let it pass. If we have him in charge it suddenly becomes possible to attract the best young players in the league and in the world whilst he has a record of coaxing huge improvements from young players.