Less than Perfect (2002)

Season 1: Episode 20

Claude's brother shows up for a visit and Lydia is quickly interested in him. While the thought of the two dating disturbs Claude at first, she comes to terms with it once she sees how happy (and nicer) is makes Lydia. But she accidentally tells her brother that Lydia is crazy about him, and he decides to dump her. Lydia is devastated and it's up to Claude to clear things out. Meanwhile, Owen states on the inner-office magazine that he beats Will on chess all the time and Will comes down to challenge him.