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