Glenn Howerton Jack Griffin Actor Jacob McCarthy Devin Actor Jean Villepique Michelle Actor Lyric Lewis Stef Actor Mary Sohn Mary Actor Patton Oswalt Principal Durbin Actor Tom Bennett Miles Actor Aparna Brielle Sarika Guest Star Nick Peine Marcus Guest Star Tucker Albrizzi Colin McConnell Guest Star Sari Arambulo Grace Guest Star Allisyn Snyder Heather Guest Star Kelli Dawn Hancock Bartender Guest Star Jacob Houston Victor Kozlowski Guest Star Eddie Leavy Anthony Lewis Guest Star Charlie McCrackin Coach Novak Guest Star Spence Moore II Dan Decker Guest Star Eden Riegel Katie Guest Star Rheagan Wallace Nice Woman 1 Guest Star Michael Patrick O'Brien Executive Producer Lorne Michaels Executive Producer Seth Meyers Executive Producer Andrew Singer Executive Producer Michael Shoemaker Executive Producer