Guest Stars Meredith Eaton as Matilda "Matty" Webber Michael Graziadei as Homeless Man Co Starring Joe Ando-Hirsh as Olivia Prior Richard Thomas Koghberger as Harlan Wolff Cheyenne Haynes as Vanessa Frank Joselin Reyes as Sarah Frank Sophie Borja-Edwards as Betty Lous Jensen Ryan Lewis as Ronald Winter