Roberto Di Matteo

Awards & Honours

Awards Won

Records

Roberto Di Matteo's crowning achievement is undoubtedly the 2012 Champions League triumph, which he secured as a caretaker manager, a feat that had never been done before and remains unmatched. That same year, he also lifted the FA Cup, making him the first manager to win both trophies in a single season at Chelsea. His playing career was equally decorated, with a Swiss league title and an FA Cup winner's medal. While he may not have a long list of individual awards, his place in football history is secured by that magical night in Munich and the enduring affection of Chelsea fans.

AwardsRoberto Di Matteo's most significant award as a manager is the UEFA Champions League, which he won with Chelsea in 2012, a historic first for the club. He also won the FA Cup in the same year, completing a remarkable double. As a player, he won the Swiss Super League with FC Aarau in 1993 and the FA Cup with Chelsea in 1997. These achievements highlight his ability to succeed both on the pitch and from the dugout.

Records & Feats

First caretaker manager to win the UEFA Champions League

Historic First·2012

Di Matteo took over Chelsea in March 2012 and led them to their first European Cup, beating Bayern Munich on penalties in the final.

Fastest goal in an FA Cup final at Wembley

Career Milestone·1997

Scored after 42 seconds in the 1997 final against Middlesbrough.