Laura San Giacomo Maya Gallo Actor George Segal Jack Gallo Actor David Spade Dennis Finch Actor Wendie Malick Nina Van Horn Actor Enrico Colantoni Elliott DiMauro Actor Brian Posehn Kevin Liotta Guest Star Kristin Bauer Allie Guest Star Samantha Smith Stella Rudin Guest Star Hugh Hefner Himself Guest Star Brande Roderick Herself Guest Star Roger Eschbacher Mr. Adler Guest Star Bobby Harwell Minister Guest Star Bernie Brillstein Executive Producer Brad Grey Executive Producer Marsh McCall Executive Producer, Writer Don Woodard Executive Producer, Writer Tom Maxwell Executive Producer, Writer Pamela Fryman Director