 Nyorai kupfuurira kweiyi ndima - Mutambi ane tarenda uye akatsunga, Massaro akapiwa nokukurumidza uye kukurumidza, pamwe chete nezvakanaka zvomuviri uye zvemitambo. Nemhaka yekugona kwake kuita zvinhu zvakasiyana-siyana, kushanda-kuwanda uye kungwara kwepfungwa, aive akakwanisa kutamba munzvimbo dzakasiyana siyana chero kupi zvako padanda. Kunyangwe iye achirangarirwa zvakanyanya nekuda kwekuita kwake semutambi wepakati neMilan, akatanga basa rake semutambi wepakati, uye aikwanisa kutamba chero nzvimbo yepakati; zvirokwazvo, aiwanzoshandiswa semunhu anorwisa, wepakati, kana anodzivirira wepakati. Muhupenyu hwake hwose, akatotamba semudziviriri wepamberi, zvose zviri pakati, kana kuti kumativi semuzere-kumashure. Munguva yake yakabudirira kwazvo neMilan, akatanga kuendeswa semunhu wekunze kuruboshwe kuruboshwe, kana semuputi pasi pemaneja wake weMilan Arrigo Sacchi, nekuda kwehunyanzvi hwake hwakanaka. Massaro akanga chete kushandiswa somunhu akarurama striker gare gare mubasa rake, kunyanya pasi Milan kuti akazotevera maneja Fabio Capello, uyewo panguva 1994 World Cup pamwe Italy pasi Sacchi, apo akanga achikwanisa kuwana mambure kakawanda, nokuda kwake kupedza mano chero rutsoka, uyewo ake aerial kugona uye achitungamirira zvakarurama; munzvimbo iyi, akanga achikwanisawo kutamba kure chikwata vake uye vakabata bhora apo vachitamba neshure kwake chinangwa. Nemhaka yekuda kwake kugovera zvinangwa zvinogadzirisa mumitambo yakatarisana, kunyanya, kusimbisa kwake mu1994 UEFA Champions League Final, kana mumaminitsi ekuvhara emitambo, akawana mazita ekuremekedza Provvidenza providence, muchiItaly uye San Massaro munhau. Achirondedzera ruzivo rwake rwebasa kuMilan, Massaro akambozviti supersub, nekuda kwekuda kwake kurova zvibodzwa zvine mutsindo mushure mekubva pabhenji. 