Guest Stars Scott Speedman as Matthew Engler Shannon Chan-Kent as Kiki Bryan Safi as Jackson Christopher O'Shea as Andrew Mackenzie Astin as Gil Christopher Sean as Brandon Michaela McManus as Natalie Engler Ayelet Zurer as Dr. Chandra Co Starring Julianna Barninger as Bartender Brandon Johnston as Valet Birdie Borria as Zoe Brigham Brayden Baum as Cole Conrad Ariel Sky Wolfe as Reese Conrad