Special Guest Stars Stephanie Beatriz as Deborah "Didi" Santos Cordero Max Greenfield as Jack Berenger Gary Cole as Brad Vinick David Strathairn as Dr. Benjamin Cole Guest Stars Kerry O'Malley as Megan Chagughlaight-Accourse Eugene Cordero as Joel Piñero Jill Talley as Holly Bodgemark Sam Huntington as Max Griffin Michaela Conlin as Andrea Yi Linda Park as Betsy Muki Lisa Gilroy as Kelseigh Rose Vinick Madison Hu as Claire Chung Matt Oberg as Steve Kape John Berman as Himself Co Starring Catherine Leong as Penny Guhmstahr Miska Kajanus as Järkko Hövinen David Aranovich as Slavoj Tshibili Lily Smith as Layla Silverlake Sean Freeland as Blade Ffeffin
