Walden Schmidt replaces him as the new owner of the beach house, a recently divorced internet billionaire.In season eleven, Jake moves to Japan and leaves the series, so to replace "the half-man", Charlie's long-lost-daughter moves into the beach house after looking for her late father.“I’m not him,” we saw Rowan tell a shivering Jake, fresh from a stint in the hole. Her impromptu speech about loving Fitz, about how Jake is merely the “lesser version of him, a sad reminder of the man [she] truly deserves,” did the trick.

In season nine, the show is revamped when Charlie is struck and killed by a moving train.

Over time, several supporting characters have been promoted to starring roles: Berta (season 1 recurring; season 2–12 regular), Charlie and Alan's (and later Walden's) sharp-tongued housekeeper; Kandi (season 3 recurring; season 4 regular; season 10 guest), one of Charlie's former one night stands, and later on, Alan's second ex-wife; Chelsea (season 6 recurring; season 7 regular; season 9 guest), Charlie's second most notable love interest (after Rose), and ex-fiancée; Walden Schmidt (season 9–12), an internet billionaire who buys Charlie's beach house after his death; Jenny (season 11–12), Charlie's illegitimate daughter from a one-night stand twenty years before; last of all, Louis (season 12), the 6-year-old boy that Walden decides to adopt.

The show also features numerous supporting characters, each of whom plays a prominent role in a small group of episodes.

actor opened up about his dating life and revealed that he’s a single man.

He joked about bringing home women to his mom on their first dates! Is I always bring my dates to my mother’s house for the first date,” Jake jokingly said. My mother believes she thinks arranged marriages might be able to work.