Two And A Half Men - Season 9 ... Apr 2026

A sensitive, wealthy tech mogul dealing with a divorce from Bridget. Jake Harper

A British woman who becomes Walden's primary love interest this season. Two and a Half Men - Season 9 ...

Ashton Kutcher joins the cast as Walden Schmidt , a broken-hearted internet billionaire who buys Charlie’s Malibu beach house. A sensitive, wealthy tech mogul dealing with a

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 Walden allows Alan Harper (Jon Cryer) and his

Entering adulthood, graduating high school, and joining the Army by season's end.

Walden’s ex-wife and a recurring source of emotional turmoil for him.

The season begins with the off-screen death of Charlie Harper, who allegedly fell in front of a subway train in Paris.