Here is a list of the 10 worst contracts in the history of the Premier League, according to AI:

Perplexity AI has recently identified the worst signings in the history of the Premier League, with many names bringing back painful memories for fans. Here are the 10 worst contracts in the Premier League history according to AI:

  1. Nicolas Pepe - Arsenal (2019): The most expensive signing in Arsenal's history, Pepe joined from Lille for £72 million but failed to live up to expectations. He scored only 16 goals in 112 appearances for the club and was loaned out to Nice last season.

  2. Andy Carroll - Liverpool (2011): Carroll's £35 million move to Liverpool turned out to be a disappointment as he managed just 6 Premier League goals in 44 appearances. He later joined West Ham after a seven-year stint at Liverpool, resulting in a £20 million loss for the club.

  3. Danny Drinkwater - Chelsea (2017): Drinkwater's £35 million transfer to Chelsea didn't go as planned. He made only 23 appearances for the club before being loaned out to four different clubs and eventually leaving on a free transfer.

  4. Fernando Torres - Chelsea (2011): Torres' high-profile move from Liverpool to Chelsea in 2011 was one of the biggest disappointments. He struggled to replicate his form and scored just 20 league goals in 110 appearances for Chelsea.

  5. Winston Bogarde - Chelsea (2000): Bogarde, a 52-year-old defender, played only 12 matches in his four-year spell at Chelsea. His hefty wages of £40,000 per week made this signing even more regrettable for the club.

  6. Tiemoue Bakayoko - Chelsea (2017): Bakayoko's £40 million transfer from Monaco didn't work out well for Chelsea. He played just one season for the club before being loaned out to Milan, Monaco, and Napoli.

  7. Juan Sebastian Veron - Manchester United (2001): Veron failed to live up to his reputation as one of the world's best players at Manchester United. He struggled to adapt to the Premier League's pace and physicality and was eventually sold to Chelsea.

  8. Alexis Sanchez - Manchester United (2018): Sanchez, once regarded as one of the top players, couldn't find his form at Manchester United after his move from Arsenal. His performances fell short of expectations, and he eventually left the club.

  9. Paul Pogba - Manchester United (2016): Pogba's £89 million return to Manchester United didn't bring the desired success. After six seasons, he left the club on a free transfer to rejoin Juventus, leaving United without receiving the expected returns on their significant investment.

  10. Ali Dia - Southampton (1996): Dubbed the "greatest hoax," Dia's signing by Southampton turned out to be a disaster. He played only one match for the club before being released.