Jenna Bans Creator, Executive Producer Bill Krebs Creator, Executive Producer Melissa Fumero Birdie Actor Aja Naomi King Catherine Actor Ben Rappaport Brett Actor AnnaSophia Robb Alice Actor Matthew Davis Joel Actor Alexander Hodge Doug Actor Nancy Travis Patty Actor Felix Wolfe Ford Actor Nora Zehetner Melissa Guest Star Josh Ventura Connor Guest Star Daniella Alonso Misty Guest Star Gavin Borders Zach Guest Star Lainey Knowles Zoe Guest Star Randy Havens Kenny Guest Star Heiress Harris Addie Guest Star Frederick Stuart Charlie Guest Star Chase Burgess Dakota Guest Star Jasmine Guy Dianne Guest Star Isabelle Du Janie Guest Star Carl Kennedy Lawyer Guest Star Gregory Alan Williams Miles Guest Star Alexander Roberts Leslie Guest Star Ashley Ames Leslie's Wife Guest Star Ryan Anthony Holcomb Teenage Boy Guest Star Phil Armijo Tuxedoed Man Guest Star Erica Frene Wealthy Woman Guest Star Joseph Mazza Head Valet Guest Star Casey Kyber Executive Producer Michael Weaver Director Samantha Taylor Pickett Writer Steve Rubinshteyn Writer