I marvel when people make predictions in football as if they are sure of what will happen in the next match not to talk of the entire season. Who knows, Tottenham can win a trophy next season and Madrid might not even win any competition. Nobody predicted that Chelsea will end the season without any trophy and ending the premier league in 12th position behind Fulham and Crystal Palace after slashing close to $500b on players and a technical squad. Real Madrid has a wonderful team and a good coach but there is no certainty that they will win trophies next season. Harry Kane is a fantastic striker and he is a legend in Tottenham and England. Even if he retires in Tottenham without winning the Champions League he has a reputation.
After all, many great players never won the Champions League but they are still legendary football stars.
Great Players that Never Won the Champions League.
Brazilian Ronaldo
Dennis Bergkamp
Gianluigi Buffon
Zlatan Ibrahimovic
Eric Cantona
Fabio Cannavaro
Francesco Totti
Lilian Thuram
Pavel Nedved
Ruud van Nistelrooy
Micheal Ballack
Cesc Fabregas
Hernan Crespo
Gabriel Batistuta.
https://www.fourfourtwo.com/features/15-best-players-never-win-champions-league-0Maybe you can put Harry Kane in the name list of great player not won UEFA Champion League tittle, actually next season if still with Tottenham Hotspur not participants in Champion League. Its sad with many great player not won Champion League tittle although success won FIFA World Cup tittle like Ronaldo, Fabio Cannavaro, Francesco Totti and Gianluigi Buffon but they failed won Champion League tittle with their teams.
Back to Harry Kane, its seems not rumor yet in soon will join with Real Madrid or Manchester United, I think he need new challenge if won't retired from football without has any tittle yet.