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Di Matteo started his stewardship of Chelsea in winning form, with victories over Birmingham City, in a fifth round FA Cup match; Stoke City in a Premier League fixture; and Napoli in the last 16 second leg match in the UEFA Champions League, winning 4–1 to overturn the deficit in the first leg which Villas-Boas' Chelsea had lost 3–1. [41 ...
Roberto Di Matteo is the first manager to have won the UEFA Champions League for Chelsea. The first manager of Chelsea Football Club was John Robertson, appointed player-manager in 1905. The current head coach is Enzo Maresca.
With Glenn Hoddle leaving to become England manager, Chelsea gave the managerial role to midfielder Ruud Gullit, who used his continental connections to bring in world-class international players such as France center-back Frank Leboeuf, and Italian superstars such as midfielder Roberto Di Matteo, Parma's playmaker Gianfranco Zola and the Champions League winning striker and Juventus captain ...
Chelsea took the lead just 43 seconds into the match, with Italian midfielder Roberto Di Matteo receiving the ball and firing it into the goal off the crossbar from 25 yards to record what was at the time the quickest ever goal in a Wembley FA Cup final (Louis Saha broke this record 12 years later in the 2009 final after just 25 seconds, coincidentally against Chelsea, though Chelsea won the ...
Chelsea were led onto the field by Roberto Di Matteo, who had been forced to retire from football earlier in the season due to a serious injury. After an uneventful first half, Chelsea settled much the quicker of the two and created several chances to score.
Chelsea won 1–0 to secure their second FA Cup in four years, and their third in all. The goal was scored midway through the second half by Roberto Di Matteo, who had also scored in the 1997 final. Wembley Stadium closed five months later, and was subsequently rebuilt.
The 1998 Coca-Cola Cup Final was played on 29 March 1998 and was contested between Chelsea and Middlesbrough at Wembley Stadium. Chelsea won the final 2–0 in extra time thanks to goals from Frank Sinclair and Roberto Di Matteo.
Italian first team assistant manager (and former Chelsea player) Roberto Di Matteo was appointed caretaker manager until the end of the season. On 14 March, Chelsea beat Napoli 4–1 in the second leg of their Champions League second round match, overturning a 3–1 deficit from the first leg. [79]