 Nyora kuenderera kweiyi ndima - Munguva yemwaka wa2004-05, Capello akazosiya Roma kuenda kuJuventus uye, nepo giallorossi yaive nemwaka unotyisa, Montella akarova zvibodzwa makumi maviri nematatu uye akawana kondirakiti nyowani inoshanda kusvika 30 Chikumi 2010, zvakare achibatsira Roma kuenda kuCoppa Italia yekupedzisira mwaka iwoyo. Mumwaka wa2005-06, akarohwa zvakare nekukuvara. Akavhiyiwa musana uye papfudzi, achingokwanisa kutamba mitambo 12 chete. Muna Ndira 2007, mumwaka wa2006-07Akakweretwa kuFulham nekuti Francesco Totti ndiye chete aitungamira mumutambo mutsva wemurairidzi mukuru Luciano Spalletti 4231, nepo Montella aida kuve nemikana yakawanda yekutamba. 