Guest Stars Theo Rossi as Jean Carlos 'Juice' Ortiz Dayton Callie as Chief Wayne Unser Ryan Hurst as Harry 'Opie' Winston William Lucking as Piermont "Piney" Winston Drea de Matteo as Wendy Case Taylor Sheridan as Deputy Chief David Hale Marya Delver as Officer Candy Eglee Ally Walker as Agent June Stahl Nicholas Guest as John Teller Lela Cortines as Ellie Winston John Abendroth as Kenny Winston Julie Ariola as Mary Winston Sprague Grayden as Donna Winston Ashley Monique Clark as Eviqua Michaels Derwin Jordan as Agent Smith Tom Everett Scott as Rosen Carmel Wynne as Neighbor Margot Demeter as DOJ Admin