Quiz! Can you name every ex Tottenham man to win a trophy between 2008 and 2025?
It was a long-running joke that everyone left Spurs to win trophies - but not anymore
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Football quiz time – and if you'll indulge us, Tottenham fans, this is the last time you'll see this meme.
The Lilywhites' last trophy – a League Cup in 2008 – marked a trophy drought that would last 17 long years, which is enough for anyone… not least those who came and went.
It was a long-running joke online, that some of the best players in the world would leave N17 to win Champions Leagues and Premier Leagues elsewhere – even Championships and play-offs with a curse that seemed to weigh heavy on the shoulders of England captains and multi-million pound signings.
QUIZ Can you name all 30 clubs to win the Europa League/UEFA Cup?
Well, now that it's over in style, Spurs fans can celebrate – and today's quiz is a look back at all that's come in between two triumphs, as in a timespan of just 12 minutes, we want you to name all 61 players and managers who, between the years of 2008 and 2025, won silverware after departing Tottenham.
All trophies included from non-league to the World Cup – though we're looking for any player who actually played a league minute while wearing white.
Surely even diehards will be thrilled to know that such criteria in today's Tottenham quiz rules out the likes of John Bostock, Tomislav Gomelt, Simon Dawkins, Paul-Jose Mpoku, Tomas Pekhart and Bongani Khumalo, who between them lifted trophies as varied as the South African Cup, Lithuanian Supercup, National League play-offs and Polish Ekstraklasa.
Remember to tweet your scores to @FourFourTwo – and we'll see you again in a few years time when do this exact same quiz with Arsenal, right Spurs fans?
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Handpicked football quizzes we know you'll love
Alright, Tottenham fans, after that quiz about your beloved club, let's keep the footballing brain working. We've got a fresh batch of quizzes here that span iconic Spurs moments, general football knowledge, and a delve into managerial minds and other leagues.
First up, a truly memorable victory for the Lilywhites: can you name the starting line-up from Tottenham's incredible 6-1 win over Manchester United in 2020? Fitting, following last night.
Beyond the white shirt, how good are you at identifying the architects of the beautiful game? See if you can guess the manager from their career path. And for a change of pace and a bit of fun, why not tackle FourFourTwo's Weekend Crossword 1, featuring Jay-Jay Okocha, Barcelona shirt numbers, and the Hazard brothers?
For those with a penchant for the Football League, test your knowledge on who's made it to the top by trying to name every Championship title winner since 2004/05. Finally, shift your focus to La Liga and see how much you know about Atletico Madrid's past and present strikers. Plenty to keep your footballing grey matter engaged!

Mark White is the Digital Content Editor at FourFourTwo. During his time on the brand, Mark has written three cover features on Mikel Arteta, Martin Odegaard and the Invincibles, and has written pieces on subjects ranging from Sir Bobby Robson’s time at Barcelona to the career of Robinho. An encyclopedia of football trivia and collector of shirts, he first joined the team back in 2020 as a staff writer.
