A quick, talented, energetic, and dynamic offensive left-back, with a powerful shot and good technique, he excelled at providing long passes and crosses to forwards and at making attacking runs down the flank.
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".
[2] He began the following season with Milan, but was sold to Juventus at the end of the transfer window in exchange for creative forward and attacking midfielder Paolo Di Canio.
[6] Despite his success, his inability to break into the starting line-up yet again led to his transfer to Fiorentina, where he appeared even less frequently than in previous seasons.
He made only seven appearances in Serie A with the Florentine club that season, and one more in the Coppa Italia, a trophy which Fiorentina would go on to win.
[2][7] Orlando returned to Udinese for the 1996–97 season, where he made 22 appearances, helping the club to a fifth-place finish in Serie A.
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.