Kammala jumla mai zuwa: Pettitte shi ne dan wasa na farko na Core Four don yin ritaya, yana sanar da shawarar da ya yanke a taron manema labarai a Yankee Stadium a ranar 4 ga Fabrairu, 2011. Ya gaya wa kungiyar "kada su yi tsammanin dawowarsa" bayan Yankees sun rasa
2010 American League Championship Series zuwa Texas Rangers, yana mai ambaton muradinsa na ciyar da karin lokaci tare da iyalinsa. Bayan ya shafe kakar wasa ba tare da wasan baseball ba, ya yi aiki a matsayin mai koyar da baƙo ga Yankees a lokacin horo na bazara na 2012 kuma ya nace cewa ba ya tunanin dawowa. Koyaya, ya canza shawarar a ranarsa ta ƙarshe a matsayin mai koyarwa kuma ya koma ƙungiyar a ranar 16 ga Maris, yana sanya hannu kan yarjejeniyar ƙaramar ƙungiyar dala miliyan 2.5. Ya buga a duka biyu da kuma yanayi na Yankees kafin ya sanar da ritaya na biyu a ranar 20 ga Satumba, 2013. Kodayake da farko ba zai bayyana shawarar da ya yanke ba, amma saboda dagewar Rivera ne daga karshe ya yi. Yankees sun gudanar da wani biki ga Pettitte kwana biyar bayan haka a ranar 25 ga Satumba, tare da sauran mambobin Core Four Jeter da Rivera suna gabatar da shi tare da tushe mai tushe daga farkon wasan karshe na Yankee Stadium, wanda duk abokan wasansa suka sanya hannu. Ya yi bayyanarsa ta ƙarshe a ranar 28 ga Satumba a kan Houston Astros, ƙungiya ɗaya kawai da ya jefa a cikin aikinsa. Ya buga cikakken wasa - na farko tun 2006 - kuma ta hanyar cin nasararsa na ƙarshe, ya gama kakar wasa da rikodin 11 <unk> 11 nasara <unk> rashin nasara. Wannan ya adana bayanansa na rashin samun lokacin rashin nasara a cikin aikinsa na shekaru 18 kuma shine kawai mai jefa kwallo a cikin tarihin manyan wasannin da ke da lokutan nasara 15 (tare da mafi ƙarancin farawa uku kowane) ba tare da yin rikodin lokacin rashin nasara ba.