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The 5 Best Players Never to Have Won a Trophy

With Tottenham’s Harry Kane finishing the season without a trophy yet again, it seems as good a time as any to review the best players in the sport of football to go their whole careers without picking up a piece of silverware. Of course, Kane is being strongly linked with a move away from North East London this summer and if he does go to a bigger fish, crypto sports betting fans might fancy putting a big stack on the No. 10 righting that particular wrong. But for the clutch of unlucky retirees below, such a switch is not an option. Without further ado:

Matt Le Tissier

Known by many as ‘Le God’, Le Tissier was once regarded as the finest English midfielder of his generation. However, the staunch Southampton fan turned down the opportunity to move away to a bigger club on numerous occasions and once said: ““I knew I probably wouldn’t win any honours, but when you’re at a club that size, staying in the Premier League for 16 years gave me as much pleasure as winning a medal if I’d gone somewhere else.” Sure, Matt. Sure.

Antonio de Natale

De Natale is another supremely talented player whose loyalty to Udinese cost him when it came to the honours list. The prolific striker netted an incredible 227 goals in 445 appearances for his beloved club, while his 209 league goals made him the sixth highest scorer in Serie A history. However, the closest he came to getting his hands on a trophy was watching Italy get spanked 4-0 in the final of the 2012 Euros by Spain – he clambered off the bench but could do nothing to help.

Stan Collymore

After rattling in 41 goals in just 65 appearances for Nottingham Forest between 1993 and 1995, Stan Collymore was widely regarded as the hottest prospect in English football for generations. He duly secured a big money move to Liverpool and returned a respectable 28 goals in 64 matches, but he fell out of favour at Anfield and was eventually replaced by boy prodigy Michael Owen. A measly three England caps were all he had to show for a career that fizzled out soon after.

Luigi Di Biagio

The early 90s were the peak of Italian football, when Serie A attracted the finest talent from all over the globe. You’d think, therefore, that someone who played for four years at AS Roma and a further four at Inter – as well as amassing 31 caps for a wildly talented Italy team – would have bagged at least one gong. Di Biagio came runner-up numerous times and although he did win the Serie C1 Coppa Italia, it’s such a diddy trophy that we’re comfortable including him.

Sir Tom Finney

Sir Tom Finney’s Preston was the very definition of a one-man club. The prolific striker (30 goals in 76 appearances for England, then a record) spent the entirety of his career at Deepdale, playing an incredible 596 games for the team and single-handedly keeping them in the First Division. They finished second twice and came runners-up in the FA Cup once, but were relegated as soon as Finney retired – and didn’t return to the top flight for almost four decades.

Will Kane still appear on lists like these when he finally hangs up his boots? The man has countless individual accolades, but diddly squat in terms of team honours. Time will tell if he can overcome that issue with Spurs (or someone else) in the years ahead.

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