Although he was often a reserve player at Milan and Juventus, Orlando is one of the six players to win the Serie A title in two successive years with different clubs, winning the 1993–94 Serie A title with Milan, and the 1994–95 Serie A title with Juventus; the other five are Giovanni Ferrari, Riccardo Toros, Eraldo Mancin, Roberto Baggio, and Andrea Pirlo.