 Nyora kupfuurira kweiyi ndima - Tassotti akazova munhu wepakati muchikwata cheMilan chekupedzisira ma1980 nekutanga ma1990 pasi paArrigo Sacchi, uye gare gare Fabio Capello, kazhinji achipfeka hembe nhamba 2. Tassotti akanga ari chinhu chinokosha chokudzivirira kwakasimba pamwe chete naPaolo Maldini, Franco Baresi naAlessandro Costacurta, vachitamba zvikuru semurindi wekurudyi uye pane imwe nguva semurindi wepakati, pamberi pevarindi vemapurisa Giovanni Galli, uye gare gare Sebastiano Rossi. Vatsigiri vana vekumashure vechikwata cheMilan munguva iyi vanoonekwa seimwe yevakanyanya kukunda nguva dzose. Pasi paSacchi, Tassotti akatumidzwa kuti mutevedzeri wemutungamiri mushure meBaresi, uye akakunda 1987 88 Serie Azita, rakateverwa neSupercoppa Italiana, uye mazita anotevedzana eEuropean Cup, muna 1989 na1990. Mukuwedzera, Tassotti akahwina maviri Intercontinental Cups 1989, 1990 uye maviri UEFA Super Cups 1989, 1990, zvakare kusvika 198990 Coppa Italia yokupedzisira. Mumwaka wa198788, Tassotti akabatsira Milan kubvuma zvibodzwa gumi nezvina chete muSerie A, achipedza gore iri nedziviriro yakanakisa. 