Glen Powell Gary Johnson Adria Arjona Madison 'Maddy' Masters Austin Amelio Jasper Retta Claudette Sanjay Rao Phil Molly Bernard Alicia Evan Holtzman Ray Masters Mike Markoff Craig Ritchie Montgomery Marcus Kate Adair Rita Beth Bartley Jill Morgana Shaw Tammi Richard Robichaux Joe Anthony Michael Frederick Foreman Jordan Salloum Ray's Friend Jo-Ann Robinson Society Lady Bryant Carroll Walt Stephanie Hong Mindy Kim Baptiste Defense Attorney 2 Gralen Bryant Banks Sargeant Hank Jonas Lerway Monte Murphee Bloom Gwen Garrison Allen Bruce Eleanor Threatt Teacher KC Simms Jerren Roxy Rivera