Jake Maitland is the son of Brad Maitland and Jessie Caine. First mentioned in the Season Five episode (Now and Then There's) A Fool Such as I, Jessie tells Deacon that her ex-husband is keeping her from seeing him and later mentions that he has been painting her as a bad mother.

In the season finale, she brings him to his father's workplace and Daphne later encounters him at a summer pool party, approaching him when she sees him on his own. Jessie later collects both of them from the party but he does not engage in much conversation with either of them.

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