Tottenham Hotspur's main issue is winning trophies; they will be at their best and still fail to win a single prize. Even the club's past managers, Anthonio Conte and Jose Mourinho, failed, so I can't think of any coach that is capable of saving the club because it's apparent that the problem stems from the boards and the players. I don't see any compelling reason why Tottenham Hotspur should have one of the best strikers in the English Premier League and still struggle to win a trophy. Harry Kane is the club's all-time leading scorer, and while he has not made his personal objectives public, I believe it is high time he tries a new chapter somewhere else.
Well winning trophies is just not that easy not in the English Premier League where you have clubs like Manchester City, Manchester United, FC Liverpool, FC Chelsea that probably all a little bit ahead of Tottenham in terms of the overall quality of the squad. In Europe it is just as hard to win something obviously because in addition to the big english clubs you also have opponents like Real Madrid, Bayern Munich and Paris Saint Germain there. So it is just incredibly hard to win a title in modern football.
Just because they have one of the best strikers in the world does not mean they should win titles. That is only 1 player out of 11 that are on the pitch. You need a team that is very high class on every position in order to be able to fight for a title.