 Mwaka wakatevera, akatamira kuUdinese, muna 1985, uye muna 1987, akatengwa neMilan, pasi pemaneja Arrigo Sacchi, achiita kirabhu yake kutanga muCoppa Italia musi wa23 Nyamavhuvhu 1987, mukukunda 5-0 pamusoro peBari. Akafara kubudirira kwemwaka mitatu neMilan, achikunda 198788 Serie A zita, 1988 Supercoppa Italiana, akateedzana European Cups 198889 uye 198990, pamwe ne1989 Intercontinental Cup, uye 1989 European Super Cup, aine chitarisiko chake chekupedzisira achiuya mukukunda kweMilan 10 pamusoro peBenfica mu1990 European Cup Final musi waMay 23; muzvose akaita 115 kuoneka kwekirabhu pakati pa1987 na1990, achiwana zvibodzwa zvinomwe, zvese zvakauya mumitambo yake 77 yeSerie A nekirabhu. 