Marla Sokoloff - Modern Men (S1, Ep 5)

Modern Men is an American situation comedy television series which premiered March 17, 2006, on The WB. The series stars Eric Lively, Josh Braaten, and Max Greenfield as three single men, and lifelong friends, who hire a life coach to help them with their love lives. Wendie Malick played the life coach in the pilot episode, but when her series Jake in Progress was renewed, the role was recast with Jane Seymour. Marla Sokoloff and George Wendt (Cheers) are also part of the cast.
Episode Detail: Kyle Dates Up
Kyle is challenged to date an intellectual woman, so Molly sets him up with a classmate. When the woman doesn't show, he and Molly hit it off, causing Tim to end their friendship.