Carlo Ancelotti enjoyed a stellar career, winning the 1989 European Cup final at Nou Camp while playing for AC Milan against Steaua BucharestPhotograph: Peter Robinson/EMPICS SportAncelotti, crouching slightly with one hand on the trophy, and his team-mates celebrate their 4-0 victory in the finalPhotograph: Peter Robinson/EMPICS Sport/PA PhotosAfter a season at Reginna in which he guided the club to third in Serie B, Ancelotti joined Parma. He led them to become runners-up in Serie A in 96/97 but struggled the following season, with the club finishing sixthPhotograph: Matthew Ashton/EMPICS Sport
Juventus snapped him up for the 98/99 season and he remained with the Old Lady for three seasons. Ancelotti is pictured here during a match at Empoli in 1999, which Juventus lost 0-1Photograph: Fabrizio Giovannozzi/APIn only his second season at Milan, Ancelotti guided his team to victory over former club Juventus in a dour European Cup final at Old Trafford. Here, Ancelotti embraces striker Filippo Inzaghi as the Champions League trophy is hoisted over their heads following Milan's victory on penaltiesPhotograph: Alessandro Bianchi/ReutersTwo years later it was heartache in Istanbul as Liverpool staged an epic comeback to deny Milan victory in the 2005 European Cup final. Milan had been 3-0 up at half-time, but eventually lost 3-2 on penaltiesPhotograph: Filippo Monteforte/AFP/Getty ImagesRevenge was sweet two years later as Ancelotti's Milan earned a deserved victory over Liverpool, 2-1 in Athens, to reclaim club football's most prestigious trophyPhotograph: Jamie McDonald/Getty ImagesAncelotti lured David Beckham to Milan on loan in January this yearPhotograph: Giuseppe Cacace/AFP/Getty ImagesBut even the presence of Beckham could not prevent Milan from slipping out of the Uefa Cup to Werder Bremen at the last 32 stage, nor could it help Milan overhaul their rivals Inter in the race for the ScudettoPhotograph: Michael Regan/Action Images
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