Quiz! Can you name the 50 biggest transfers ever in football?

Barcelona's Brazilian forward Neymar leaves the pitch at the end of first half during the UEFA Champions League round of 16 second leg football match FC Barcelona vs Paris Saint-Germain FC at the Camp Nou stadium in Barcelona on March 8, 2017.
Here's a clue to one… (Image credit: JOSEP LAGO/AFP via Getty Images)

Football quiz time – and this is a fun one.

Over 100 years ago, Sydney Puddefoot was the most expensive footballer of all time. He cost Falkirk an outrageous £5,000 and earned himself a £390 fee for agreeing the transfer (he was also a cricketer for Essex… ah, the 1920s). 

"When will this folly on the part of football clubs come to an end?" The Football Post exasperatedly cried at the time. It was silly money. And it was only going to get worse. 

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Lionel Messi receives his 8th Ballon d'Or award during the 2023 Ballon d'Or France Football award ceremony at the Theatre du Chatelet in Paris on October 30, 2023.

(Image credit: FRANCK FIFE/AFP via Getty Images)

QUIZ Can you tell us whether each of these players have won the Ballon d'Or?

It took just a month for Syd's fee to be surpassed, before the likes of Warney Cresswell, Bob Kelly, David Jack, Johnny Morris and Eddie Quigley all broke the record – and those are just the English players for under 30 grand. Diego Maradona broke it twice. Johan Cruyff did, too. Ronaldo, Alan Shearer and Zinedine Zidane all took the record, too. 

Yet in 2023, none of these names are in the top 50 most expensive footballers on Earth. What the hell would The Football Post say?

10 minutes on the clock, 50 players to guess for this quiz.

Remember to tweet your scores @FourFourTwo and share with your mates.

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If your interest lies in the financial strategies behind team building, how about trying to name the 30 biggest-spending managers in the history of the game? For a closer look at a specific club's transfer dealings, see if you can name Southampton's 20 most expensive departures over the years.

Perhaps your focus shifts to international triumphs? In that case, why not test your memory of a successful national side by trying to name every member of Portugal's Euro 2016-winning squad? For a quiz centered around individual Premier League brilliance, how many questions can you get right in our challenge all about the legendary Alan Shearer?

Finally, for a quiz that celebrates consistent goalscoring prowess in the Premier League, see if you can name every player to have scored three or more hat-tricks in the competition? There's always another footballing puzzle waiting to be solved below, too…

Mark White
Content Editor

Mark White has been at on FourFourTwo since joining in January 2020, first as a staff writer before becoming content editor in 2023. An encyclopedia of football shirts and boots knowledge – both past and present – Mark has also represented FFT at both FA Cup and League Cup finals (though didn't receive a winners' medal on either occasion) and has written pieces for the mag ranging on subjects from Bobby Robson's season at Barcelona to Robinho's career. He has written cover features for the mag on Mikel Arteta and Martin Odegaard, and is assisted by his cat, Rosie, who has interned for the brand since lockdown.