Guest Stars Tim Bagley as Peter Peter Gallagher as Nick Skolka Lindsey Kraft as Allison Giampietro-Smikowitz Keith Powell as Jordan Kevin O'Leary as Himself Lori Greiner as Herself Mark Cuban as Himself Barbara Corcoran as Herself Rohan Oza as Himself Co Starring Bo Barrett as Cool Guy Yeniffer Behrens as Sofia Darius De La Cruz as Nico Alex Ruiz as Miguel Chrisanne Eastwood as Stage Manager Doug Cox as Eric Andrew Hawtrey as Man in Line