Alessandro Orlando

Early career

After beginning his career in the Udinese Youth side, Orlando made 3 appearances in the Udinese senior side during the 1987–88 and the 1988–89 Serie B seasons. He was subsequently loaned to Parma, making 13 appearances and scoring a goal, also managing Serie A promotion during the 1989–90 season. At the end of his loan contract, he returned to Udinese making 30 appearances in Serie B. He began to draw attention from larger Serie A clubs, and during the summer of 1991, he was purchased by Sampdoria. He made his Serie A debut with the club on 1 September 1991, in a 3–2 away defeat to Cagliari, although he was unable to break into the starting line-up, making 14 appearances in Serie A, and scoring 1 goal in a home victory over Parma on 1 March 1992, winning the 1991 Supercoppa Italiana with the club. He also made 5 appearances in the UEFA Champions League, as Sampdoria went on to reach the final, only to be defeated by Johan Cruyff's Barcelona "Dream Team". The next season, he returned to his former club, Udinese, who had just achieved promotion to Serie A, making 29 appearances throughout the season.

Success with Milan, Juventus and Fiorentina

In 1993, Orlando was purchased by Italian and European giants AC Milan for 3.2 billion Lit. With the club, he made 15 appearances in Serie A under manager Fabio Capello, and 6 in the UEFA Champions League, as Milan went on to win both competitions, as well as the Supercoppa Italiana; he notably managed a…

Although Orlando never appeared for the Italy senior side, he made one appearance with the Italy under-21 side on 29 January 1992, in an away fixture against Greece. He represented Italy at the 1992 Summer Olympics, although he never made appearance throughout the tournament, only playing in the pre-olympic friendly against Egypt.

In 2008, Orlando was hired as a player-manager for A.S.D. Flumiganio, a lower-division team in the Promozione League in Friuli-Venezia Giulia. In June 2013, after his fifth season, he left the club. Starting from the 2013–14 season, he was named player-manager of the Friulian Promozione side A.S.D. Svegliano.

Club

Sampdoria

Supercoppa Italiana: 1991. A.C. Milan

Serie A: 1993–94. Supercoppa Italiana: 1994. UEFA Champions League: 1993–94. Juventus

Serie A: 1994–95. Coppa Italia: 1994–95. Fiorentina

Coppa Italia: 1995–96.