Dennis Wise played a pivotal role in Wimbledon’s unexpected FA Cup victory against Liverpool in 1988. Following this breakthrough, Wise joined Chelsea in 1990 for a club-record fee, embarking on an illustrious 11-year career where he became one of their most successful captains. Appointed captain in 1993, he led the team to multiple trophy wins, including their FA Cup Final appearance in 1994, the UEFA Cup Winners’ Cup victory in 1998, and the UEFA Super Cup triumph, also in 1998. During his tenure at Chelsea, Wise made 445 appearances and scored 76 goals, notably finding the net against A.C.

Milan in the San Siro during the 1999 Champions League. As captain, he continued to lead Chelsea to further success, securing another FA Cup in 2000 and the FA Charity Shield victory the same year. His leadership was instrumental in integrating foreign players into the squad during the late 1990s. After departing Chelsea in 2001, Wise transitioned to a player-manager role at Millwall in 2002, famously guiding them to the FA Cup Final in 2004, which also marked the club’s first-ever European qualification.

More recently, Wise has focused on international football development and media. In 2019, he joined Italian club Como 1907 as a technical consultant, progressing to CEO in 2021, where he played a critical role in guiding the club through a period of significant reorganization and development. Alongside his executive work, Wise has served as a pundit for Sky Sports and participated in the reality television series ‘I’m a Celebrity…Get Me Out of Here!’, showcasing his versatile profile beyond the pitch.