Quiz! How many FA Cup-winning managers can you name, from 2025 backwards?

Tottenham Hotspur target Oliver Glasner of Crystal Palace during the Premier League match between Chelsea FC and Crystal Palace FC at Stamford Bridge on September 1, 2024 in London, United Kingdom. (Photo by Sebastian Frej/MB Media/Getty Images) Crystal Palace squad for 2024/25 — Here's your first one for free (Image credit: Getty Images)

Football quiz time, and we're still firmly in FA Cup mode.

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Isaac Buckley-Ricketts of Macclesfield celebrates scoring his team's second goal with teammate Josh Kay during the Emirates FA Cup Third Round match between Macclesfield and Crystal Palace at Moss Rose Ground on January 10, 2026 in Macclesfield, England. — (Image credit: Michael Regan/Getty Images)

QUIZ Can you name every FA Cup giantkiller since 2020?

We're looking for answers in order in this quiz: we're looking at you to name 2025's FA Cup-winning manager, then 2024, 2023, 2022, and so on – just see how many you can go backwards before you have to pass.

That's a total of 139 managers to guess and no time limit for you to try and name them all. How many can you get?

Handpicked football quizzes we know you'll love

Your mastery of FA Cup history proves you have a romantic soul and a sharp memory for Wembley drama. But we've got more – much, much more – courtesy of Kwizly.

We begin by testing your knowledge of the most clinical finishers to ever grace the top flight. Can you name the 25 players with the best goals per match ratio in Premier League history? Next, we look at the ultimate global test of participation: see if you can recall every country to compete at a FIFA World Cup. This rewards those who can remember every underdog and giant to reach the world's biggest stage.

Now for a wonderfully niche domestic challenge. Can you name every Premier League player to have been the only one of his nationality? This is a tribute to the unique trailblazers. For a final masterclass in managerial history, try to name every club Pep Guardiola faced in his first 1,000 games in management.

To cool your jets after that tactical workout, why not tackle FourFourTwo's Weekend Crossword 35? With clues on forwards, frontlines, and the FA Cup, it’s the perfect way to test your lateral thinking over a post-match brew. If you want to ensure your football brain stays in peak condition, hit the subscribe button on our newsletter.

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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.

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