Di Canio was born in Rome, in the district of Quarticciolo. He signed for Lazio, in 1985; here he remained until 1990, moving to another of Italy's biggest clubs, Juventus. He stayed there until 1993 and successive seasons saw him join first Napoli and then A.C. Milan. In 1996 he joined Celtic in Scotland, and his successful season in Glasgow (scoring 15 goals in 37 appearances) saw him make a move to the English Premiership as he joined Sheffield Wednesday for a sum of around £4.2m. Whilst in Sheffield, Di Canio was the club's leading goal scorer for the 1997–98 season with 14 goals and he became a favourite of the fans.
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