<prompt> On 6 July 2009, sezvo chikwata Milan vakaunganazve nokuda pre-mwaka kurovedza, Ambrosini akanga pamutemo zita kirabhu kaputeni, nhaka armband kubva 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. Mushure mekuguma kwechipiri kunogumbura mumwaka wa2011-12  <response>: uye kubuda kwevamwe vechikwata vakakurumbira Filippo Inzaghi, Alessandro Nesta, Gennaro Gattuso, naClarence Seedorf, Ambrosini akanzi ari kufunga nezveramangwana rake nekirabhu, asi Adriano Galliani akakwanisa kugombedzera Massimo kusaina imwezve kondirakiti yegore rimwe 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. 