Charlie Sheen Charlie Goodson Actor Selma Blair Kate Wales Actor Shawnee Smith Jennifer Goodson Actor Daniela Bobadilla Sam Goodson Actor Michael Arden Patrick Actor Noureen DeWulf Lacey Actor Derek Richardson Nolan Actor Barry Corbin Ed Guest Star James Black Cleo Guest Star Darius McCrary Donovan Guest Star Stephen Monroe Taylor Wayne Guest Star Katlin Mastandrea Olivia Guest Star Hannah Zeile Ruby Guest Star Bruce Helford Executive Producer Joe Roth Executive Producer Mark Burg Executive Producer Dave Caplan Executive Producer Andy Cadiff Director Bob Kushell Writer