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Biggest Transfers That Flopped Badly Sports
Guransh Machra
Posted on 28 May, 2025
By Guransh Machra
On 28 May, 2025
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By Guransh Machra
On 28 May, 2025
Share

Biggest Transfers That Flopped Badly

Football transfers are a massive part of the modern game, often grabbing headlines as much as the matches themselves. When a player performs consistently well, it’s only a matter of time before the top clubs come calling. These elite teams are always on the lookout for the next big star, and they don’t shy away from spending huge amounts of money to sign these players. However, big-money moves don’t always guarantee success. In fact, some of the most hyped transfers have failed to live up to expectations. The immense pressure that comes with a hefty price tag can weigh heavily on a player. This article talks about the biggest transfers that ended up flopping.

Biggest Transfer Flops In Football History

Nicolas Pepe – Arsenal

Nicolas Pepe’s £72 million transfer from Lille to Arsenal in 2019 was meant to signal a new era. Arsenal fans were excited by the pace, flair, and goalscoring threat he showed in Ligue 1. But the Premier League proved too much for him. Pepe struggled to adapt to the physicality and intensity of English football. He had flashes of brilliance, mostly in the Europa League, but failed to deliver consistently in the league. His decision-making, especially in tight spaces, was poor, and he often drifted out of games. With Bukayo Saka rising, Pepe quickly became surplus. He left Arsenal in 2023 with just 16 Premier League goals in 80 appearances, a terrible return for someone labelled as a superstar.

Jack Grealish – Manchester City

Jack Grealish became the most expensive British player ever when he joined Manchester City from Aston Villa for £100 million in 2021. While he had been Villa’s talisman, his style didn’t seamlessly fit into Pep Guardiola’s high-speed, system-based game. Grealish struggled to assert himself, often slowing down attacks and over-dribbling. Despite winning several trophies with City, including the Premier League and the UEFA Champions League, his personal performances were underwhelming. He certainly did not look like a player worth anywhere near £100 Million and was a mere shadow of the player he was at Aston Villa. While Jack Grealish is still currently at Manchester City, it is very unlikely that he will ever become worth the hefty price tag.

Neymar Jr – Al-Hilal

Biggest Transfers That Flopped Badly

Credit: MARCA

Neymar Jr’s blockbuster move to Saudi Arabian side Al-Hilal in 2023 was hyped up as a new chapter in his legendary career. The Brazilian superstar arrived with massive expectations and a reported salary of over £100 million per year. But the move turned into a nightmare almost instantly. Injuries plagued him, and he played just a handful of matches before suffering a serious ACL injury that ruled him out for the entire season. While the Saudi Pro League fans, especially Al-Hilal fans, were incredibly excited about Neymar Jr joining them, they barely got to see him in action. His £75 Million transfer was a complete failure, and Neymar ended up leaving on 30th January 2025.

Antoine Griezmann – Barcelona

Antoine Griezmann, after a long transfer saga, finally left Atletico Madrid and signed for Barcelona in a huge deal worth £100 Million. The French forward was one of the best attackers in the world at the time, but his style never suited Barca’s possession-heavy system. Playing alongside Lionel Messi, Griezmann looked lost. He couldn’t play as a central striker, wasn’t effective on the wing, and constantly struggled to find chemistry with his teammates. His movement and work ethic were decent, but he didn’t deliver the goals or magic expected from such a huge transfer. In the end, Barcelona ended up loaning Griezmann back to Atletico Madrid before the player moved to Atletico permanently in 2022.

Antony – Manchester United

Manchester United paid £82 Million to sign Antony from Ajax in 2022 after Erik ten Hag pushed hard to bring his former player. However, Antony’s transition to the Premier League was simply disastrous. Despite a promising debut goal, his performances were mostly ineffective. He was overly reliant on his left foot and predictable in his movements, so Manchester United decided to send him out on loan to Real Betis in the January transfer window of 2025. However, Antony has been playing phenomenally for Real Betis and is starting to show the world why Erik Ten Hag insisted on signing the talented Brazilian. There is a chance that Antony ends up being fantastic once he returns to United.


ALSO READ: Manchester United’s Top 10 Most Expensive Transfers


Romelu Lukaku – Chelsea

Biggest Transfers That Flopped Badly

Credit: Sky Sports

Romelu Lukaku’s return to Chelsea in 2021 for £97.5 million was supposed to be the final piece of their attacking puzzle. Fresh off a brilliant season at Inter Milan, he looked ready to dominate the Premier League. But things unravelled quickly. He clashed with manager Thomas Tuchel, publicly criticised the club in an interview, and failed to adapt to Chelsea’s system. Lukaku scored just 8 league goals in the 2021/22 season and was loaned back to Inter the next summer. He ended up being loaned to AS Roma for the 2023/24 season and was sold to Napoli on a permanent basis in August 2024 for just £25 Million.

Jadon Sancho – Manchester United

Jadon Sancho was considered one of Europe’s most exciting young talents when Manchester United signed him from Borussia Dortmund for £73 million in 2021. The talented winger was linked with Manchester United for a very long time before he finally completed the transfer in 2021. However, the winger failed to replicate his Bundesliga form. At United, Sancho lacked confidence, struggled with form, and looked physically outmatched in many games. Sancho is currently on loan at Chelsea but is set to return to Manchester United. While he still has a chance to do well at the club, it is very unlikely that Sancho will be able to do so, and the English forward will mostly be sold soon.

Philippe Coutinho – Barcelona

Barcelona paid a huge fee to sign Philippe Coutinho from Liverpool in 2018. The package was reportedly worth a total of £142 Million, including various clauses, making it one of the most expensive transfers in history. But from the start, it didn’t work out. Coutinho was never able to replicate his Premier League form at Camp Nou. He looked lost in Barcelona’s system, couldn’t find a position that suited him, and constantly underperformed. The pressure of his price tag and the expectations of being Iniesta’s successor didn’t help either. Eventually, he was loaned out to Bayern Munich before being sold to the Premier League side Aston Villa, and Coutinho has spent the last two seasons on loan.

Eden Hazard – Real Madrid

Biggest Transfers That Flopped Badly

Credit: ESPN India

Eden Hazard’s dream transfer to Real Madrid in 2019 ended up becoming a nightmare. He was signed by Chelsea for a total package worth a little over £120 Million. Hazard was regarded as one of the best wingers in the world while he was at Chelsea, and many considered him to be the third-best player in the world. However, his move to Real Madrid turned sour right from the start. He was barely able to make any kind of impact during his time with the club. His fitness issues, loss of explosiveness, and lack of consistency made him an easy target, and Hazard announced his retirement at the end of the 2022/23 season.

Ousmane Dembele – Barcelona

Ousmane Dembele is arguably the biggest flopped transfer in football history. Barcelona paid a total package worth over £120 Million to sign the talented star from Borussia Dortmund, hoping that he would end up being Neymar Jr’s successor. While he showed flashes of brilliance, injuries derailed his career. Dembele missed over 100 games due to various muscle issues and never had a consistent run of form. When fit, he was unpredictable and talented but far from reliable. He occasionally put in great performances, but not nearly enough to justify his price tag. His inconsistency and injury record made him a frustrating figure at Camp Nou, and they ended up selling him to PSG ahead of the 2023/24 season.

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Guransh Machra - Sports writer at Gutshot Magazine

Guransh Machra is a sportswriter at Gutshot Magazine. He covers football news from local leagues like the Indian Super League as well as international leagues like the Premier League. He follows various sports like Football, Cricket, Formula 1, and Tennis. Apart from sports, Guransh is also enthusiastic about reading and gaming.





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