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Fiorentina was the club that Maggio played for in 2005. He joined the Italian Serie A club in the summer of 2005 from Sampdoria, where he had spent the previous three seasons. Maggio quickly became a key player for Fiorentina, making over 100 appearances for the club in all competitions. He helped the team to win the Coppa Italia in 2006 and the Supercoppa Italiana in 2007.