Ashton Kutcher Walden Schmidt Actor Jon Cryer Alan Harper Actor Conchata Ferrell Berta Actor Amber Tamblyn Jenny Actor Courtney Thorne-Smith Lyndsey Mackelroy Guest Star D.B. Sweeney Larry Guest Star Kimberly Williams-Paisley Gretchen Guest Star Brooke D'Orsay Kate Guest Star Clark Duke Barry Guest Star Chuck Lorre Executive Producer Don Reo Executive Producer, Writer Jim Patterson Executive Producer, Writer Susan McMartin Writer Jeff Lowell Writer Matt Ross Writer Max Searle Writer James Widdoes Director