A sensitive, wealthy tech mogul dealing with a divorce from Bridget. Jake Harper
Remains the sharp-tongued housekeeper, now working for Walden. Two and a Half Men - Season 9 ...
Walden allows Alan Harper (Jon Cryer) and his son Jake (Angus T. Jones) to move back in, forming a new "surrogate family". Alan takes on a mentor role, helping the naive Walden navigate his divorce and the dating world. Key Cast & Characters Role in Season 9 Jon Cryer Alan Harper Now lives with Walden; struggles with his brother's legacy. Ashton Kutcher Walden Schmidt A sensitive, wealthy tech mogul dealing with a
Walden’s ex-wife and a recurring source of emotional turmoil for him. Jones) to move back in, forming a new "surrogate family"
A British woman who becomes Walden's primary love interest this season.
Ashton Kutcher joins the cast as Walden Schmidt , a broken-hearted internet billionaire who buys Charlie’s Malibu beach house.
Season 9 of marked the most significant turning point in the series' history, transitioning from the Charlie Sheen era to a new dynamic with Ashton Kutcher. Season Overview & Premise