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 Judy Gold as Deb Hafner Barbara Tirrell as Sonya Yenin Cedric the Entertainer as Himself Rachel Bloom as Herself The Naked Cowboy as Himself