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Di Matteo was forced into premature retirement just two years later at the age of 31 after suffering a horrific triple leg fracture. His six years at Chelsea spanned 175 appearances and 26 goals. He also made 34 appearances for Italy.
He began preparing for management while still enjoying an exalted playing career.
The former Chelsea and Italy midfielder previously took charge of Milton Keynes Dons in July, 2008 and led the club to the League One play-offs in his first season.
Di Matteo inherited a side new to a higher level following promotion-winning Paul Ince's departure for Blackburn. But he showed the value of a far-sighted approach - having advanced through the UEFA coaching licences while still plying his trade on the field - by guiding MK to third place, just two points behind Peterborough. They lost to Scunthorpe on penalties in the play-off semi-finals, but Roberto's team had been praised throughout the campaign for the quality of their football.
He was then confirmed as the new manager of The Baggies on June 30, 2009.
In his first season, he would enjoy great success, by leading the club to promotion to the Premier League by finishing second in the Championship.
West Brom and Di Matteo enjoyed their start to a new campaign as he was named Premier League manager of the month for September, which included a memorable win at Arsenal.
Despite winning promotion to the Barclays Premier League and the club not being in the bottom three during his time in charge, in the 2010/11 campaign, the board decided to part with Roberto in February 2011.
MR MCCABE HERES YOUR MAN!!!
He began preparing for management while still enjoying an exalted playing career.
The former Chelsea and Italy midfielder previously took charge of Milton Keynes Dons in July, 2008 and led the club to the League One play-offs in his first season.
Di Matteo inherited a side new to a higher level following promotion-winning Paul Ince's departure for Blackburn. But he showed the value of a far-sighted approach - having advanced through the UEFA coaching licences while still plying his trade on the field - by guiding MK to third place, just two points behind Peterborough. They lost to Scunthorpe on penalties in the play-off semi-finals, but Roberto's team had been praised throughout the campaign for the quality of their football.
He was then confirmed as the new manager of The Baggies on June 30, 2009.
In his first season, he would enjoy great success, by leading the club to promotion to the Premier League by finishing second in the Championship.
West Brom and Di Matteo enjoyed their start to a new campaign as he was named Premier League manager of the month for September, which included a memorable win at Arsenal.
Despite winning promotion to the Barclays Premier League and the club not being in the bottom three during his time in charge, in the 2010/11 campaign, the board decided to part with Roberto in February 2011.
MR MCCABE HERES YOUR MAN!!!