The trophy drought of Tottenham Hotspur is well-documented. The club hasn't won a major trophy since 2008 (that's 15 years ago!) when they beat Chelsea 2-1 in the final of the League Cup (Carabao Cup) after extra time. Since then, the club has faced a lot of setbacks in terms of trophies.
This condition has caused a lot of their top players to leave the club for greener pastures and an opportunity to win trophies consistently. This is a situation Harry Kane is currently stuck in. The English captain has scored more than 200 goals in the English Premier League but he is yet to win any trophy in his career. He is, however, not the first Tottenham star in this situation. The likes of Luka Modric, Gareth Bale, Dimitar Berbatov, Kyle Walker, Christian Eriksen, and many more top players have left the club for greener pastures and have succeeded in winning trophies with other clubs.
Amongst players who left Tottenham Hotspur and ended up winning multiple trophies with the clubs they joined, Luka Modric and Gareth Bale remain the most successful. Modric left the club in 2012 while Bale left in 2013. Since then, both stars have won 22 and 19 trophies with the Spanish La Liga club respectively.
Dimitar Berbatov left the club in 2008 after winning the League Cup with the London side. However, he went on to win eight more trophies with Manchester United. Manchester City star, Kyle Walker left the club in 2017. Since then, he has become a core part of a very successful Manchester City side. This has seen him win 11 trophies so far.
Below are four other players who won multiple trophies after leaving Tottenham Hotspur:
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