Guest Stars Afton Williamson as Ironside's ex-Fiancée Carrie Coon as Rachel Ryan Brian d'Arcy James as Bill Broughton Kate Nowlin as Penny Stanton Co Starring Jake Picking as Nate Hisham Tawfiq as Cop Illya Konstantin as Player Steven Randazzo as Mobster Sammy Vitro Holly Curran as Annie Ryan Ricardo Muniz as Enrico Gonzalez Jim Bracchitta as Fireman Pauline Sherrow as Blonde Stripper Jose L. Castellanos as Hostage Negotiator Eddie R. Brown III as Tracey Jackie Stewart as Amanda Shanga Parker as Zamir Shevy Gutierrez as Lieutenant Patrick Brana as Alek Carcani Joshua Rivera as Chef Tony Ward as Assistant Coach Wade Mylius as Lucas Mark H. Dold as Lawyer
