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They later break up when he reveals who he really is, though Kate realizes that Walden's money helped her become a successful clothing designer.

In the 10th season, Walden proposes to his English girlfriend Zoey (Sophie Winkleman), only to be turned down, and discovers she has another man. Meanwhile, Alan gets engaged to his girlfriend Lyndsey, while Judith leaves her second husband Herb Melnick (Ryan Stiles) (to whom she had been married since the fourth season) after he cheats on her with his receptionist (they later reconcile).

Alan and Lyndsey's relationship of three years ends as she wants to move on.

Rose returns and briefly dates Walden, later stalking him as she did to Charlie.

Walden begins to date a poor but ambitious woman named Kate (Brooke D'Orsay) and changes his name to "Sam Wilson", pretending to be poor to find someone who wants him for him, not for his money.

Jones, the series was about a hedonistic jingle writer, Charlie Harper, his uptight brother Alan, and Alan's troublesome son Jake.