Guest Stars Jeff Hiller as Phil Miller Brendan Clifford as Grady Dupont Karl Gregory as Marcus Rice Cherie Corinne Rice as Malik Walker Jacob Wallach as Randy Wolfe Jordan Clifford as Brady Dupont Ashley Park as Olivia Cho Judy Gold as Deb Hafner Barbara Tirrell as Sonya Yenin Christie Brinkley as Herself Mark Hamill as Himself J.J. Abrams as Himself Rachael Ray as Herself