BuddyTV ranked Hephner #86 on its list of "TV's Sexiest Men of 2011". In 2011, Hephner was cast in the NBC series "The Playboy Club", but was replaced by Eddie Cibrian before filming began. From 2011 to 2012, Hephner played Ben Zajac in the Starz political drama series "Boss". From 2013 to 2014, Hephner had a recurring role in the second season of the NBC drama "Chicago Fire". In 2015, Hephner co-starred with Sharon Stone in the TNT series "Agent X".