Kammala jumla mai zuwa: An haife shi a Sand Lake, New York, Winkler ya halarci Makarantar Averill Park High School kuma ya yi gasa a cikin guduma daga ƙuruciya kuma ya wakilci Amurka a cikin gasa na shekaru. Ya kasance dan wasan karshe a duka gasar matasa ta duniya ta 2011 da kuma gasar zakarun duniya ta matasa ta 2012 a wasannin motsa jiki. Ya lashe lambar yabo ta farko ta kasa da kasa a
Gasar Zakarun Amurka ta Junior a shekarar 2013, ta dauki lambar azurfa a bayan Diego del Real na Mexico.