<prompt> Pedzisa mutsara unotevera: Musi wa6 Chikunguru 2009, apo timu yeMilan yakaungana zvekare kuti iite pre-mwaka kudzidziswa, Ambrosini akatumidzwa zita rekuti kaputeni wekirabhu, achigara nhaka bhendi kubva kuna Paolo Maldini. Musi wa 8 Gunyana 2009, akawedzera rimwe gore kuchibvumirano chake, achiwedzera kugara kwake nechikwata kusvika muna 2011. Akakunda zita reSerie A mumwaka wa2010-11 aine mitambo mitatu muruoko, achipfuura vakwikwidzi veguta Internazionale. Musi wa 19 Chivabvu 2011, akasaina chibvumirano chitsva chegore rimwe. Pashure pokupedza kunogumbura panzvimbo yechipiri mu  <response>: 2011-12 mwaka uye kuenda kwevamwe vechikwata vakuru Filippo Inzaghi, Alessandro Nesta, Gennaro Gattuso, naClarence Seedorf, Ambrosini akanzi ari kufunga nezveramangwana rake nekirabhu, asi Adriano Galliani akakwanisa kugombedzera Massimo kusaina rimwezve gore rimwe chibvumirano uye kuramba ari kaputeni weMilan mwaka wa2012-13. Mushure mekutanga kwakaomarara nekukundwa kwakati wandei, Milan yakazopedza mwaka iri pachinzvimbo chechitatu kuseri kwemakwikwi ekudzivirira Juventus uye vanomhanya-kumusoro Napoli, vachiwana nzvimbo mumutambo weChampions League mwaka unotevera. 