Rubuta ci gaba ga wannan sakin layi - Zastryzny ya fara kakar 2016 tare da Tennessee, kuma ya sami ci gaba a tsakiyar kakar zuwa Iowa Cubs na Class AAA Pacific Coast League. A ranar 19 ga watan Agusta, Cubs sun inganta shi zuwa manyan wasannin. Zastryzny ya yi wasanni 11 don Cubs don gama 2016, kuma ya gama 1-0 tare da 1.13 ERA. A ƙarshe Cubs za su lashe gasar cin kofin duniya ta 2016
, kawo karshen fari na shekaru 108. Zastryzny ya lashe gasar cin kofin duniya ta farko. An kara Zastryzny a cikin jerin 'yan wasa na Gasar Zakarun Kasa ta 2016, inda ya maye gurbin Tommy La Stella wanda ya kasance a cikin jerin' yan wasa na Gasar Zakarun Kasa ta 2016. Kodayake ya cancanci yin wasa, bai bayyana a kowane wasan NLCS ba. An maye gurbin Zastryzny da Kyle Schwarber a jerin sunayen 'yan wasa na Duniya na 2016. An nada shi don aiki a ranar 1 ga Satumba, 2018. An sake shi zuwa AAA a ranar 3 ga Satumba, 2018. Kungiyar Cubs ta saki Zastryzny a ranar 25 ga Maris, 2019.