Guest Stars Taylor Dearden as Chloe Lyman Melvin Gregg as DeMarcus Tillman DeRon Horton as Lou Carter Sarah Burns as Angela Montgomery Jay Lee as Tanner Bassett Bryce Earhart as Lil K Barbara Deering as Cathy Wexler Cynthy Wu as Mia Abend Elisha Henig as Myles Crimmins Olivia Norman as Katherine Lake Miles J. Harvey as Paul Schnorrenberg Tim True as Coach Bob Devlin Jeanine Jackson as Proud Nun