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In 1997 Roberto Baggio moved to Bologna F.C. It was the first “provincial” team he played for. And this why he transferred to Bologna F.C. Capello in 1997 returned to Milan, and stated that Baggio was no longer a part of his plans. Baggio chose to move to Parma, but the manager at the time, Carlo Ancelotti, impeded the transfer, as he did not feel that Baggio would fit into his tactical plans. Baggio subsequently transferred to Bologna, aiming to save the squad from relegation, and earn a place at the 1998 FIFA World Cup. Baggio refound his form with the club and had a dominant season, scoring a personal best of 22 goals in Serie A, as well as providing 6 assists, leading Bologna to an eighth-place finish, allowing them to qualify for the UEFA Intertoto Cup. Baggio was the highest scoring Italian in Serie A that season, and the third highest goalscorer in Serie A; his performances earned him a place in Italy’s 1998 World Cup squad. Baggio also led Bologna to the Round of 16 in the Coppa Italia, scoring 1 goal in three appearances. Although he rose to hero status amongst the fans, he had difficulties with his manager Renzo Ulivieri, in particular when he was left off the starting 11 against Juventus. Ulivieri later denied ever having any difficulties with Baggio. At the beginning of the season, Baggio cut off his iconic ponytail, signifying his rebirth. Baggio was named as Bologna’s captain for part of the season, before handing the armband to Giancarlo Marocchi. Baggio made his 300th Serie A appearance whilst at Bologna, in a 0–0 draw against Empoli on 11 January 1998. Baggio received nominations for both the Ballon d’Or and the FIFA World Player of the Year due to his performances for Bologna and Italy that season; he was also nominated for the 1998 Serie A Italian Footballer of the Year and Serie A Footballer of the Year awards, losing out to Del Piero and Ronaldo, respectively.
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Cipriani started his career at Bologna. His impression in youth national teams led Juventus to buy half of his registration rights in 2000 for 4.5 billion lire (€2.324M), Alex Pederzoli (€516,457 or 1 million lire) and Alessandro Gamberini (€2.324M for 50% rights or 4.5 billion lire), and Cipriani and Gamberini remained on loan at Bologna as part of Jonatan Binotto’s permanent deal for 10 billion lire (€5.16 million). After consecutive loans to Piacenza and Sampdoria in 2003-04 season, Bologna bought back Cipriani from Juventus for €417,000 and signed a contract extension in September 2004, into 30 June 2007. In January 2008, Cipriani was loaned again, this time to Serie B’s Avellino.
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Giuseppe Signori joined Bologna F.C. in the season 1998-1999. He helped the club to qualify for the 1998–99 UEFA Cup by winning the 1998 UEFA Intertoto Cup that season. Bologna went on to reach the semi-final of the UEFA Cup that season. He played 6 seasons with Bologna F.C. scoring 84 goals in 178 games.. Almost one goal every two games which is an incredible average considering that he was not playing for a top team. Overall, he scored 188 goals in Italy’s top division, the ninth highest in the history of the league, alongside Alessandro Del Piero and Alberto Gilardino.