KINGSTON UPON THAMES, ENGLAND - AUGUST 18: John Terry of Chelsea watches on from the stands during the Premier League 2 match between Chelsea U21 v Manchester City U21 at Kingsmeadow on August 18, 2025 in Kingston upon Thames, England. (Photo by Crystal Pix/MB Media/Getty Images)

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Brought Chelsea their first Premier League title for 50 years, but missed the penalty to win the 2008 Champions League, leading to trademark tears. Regained the England captaincy in 2011 despite off-field indiscretions, then found himself charged with racially abusing Anton Ferdinand. It seemed in January 2016 that he would be leaving Stamford Bridge at the end of the season, but he eventually signed a new one-year deal four months later.

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