Jeffrey A. Townes

At Uncle Philip's insistence, Will joins his prep school's poetry club, and he enlists Geoffrey's help when he must present a poet for a reading.

Will challenges Carlton to spend time in a tough neighborhood, trying to survive by masquerading as a financial consultant.

Will buys a used car and promptly crashes into a law student's vehicle.

After Hilary appears in traffic court, part of her sentence includes several hours of community service at the Southside Free Clinic, where she meets handsome doctor Alec Hudson. Meanwhile, Jazz becomes a butler.

Will returns from spending the summer in Philadelphia with a new look that doesn't sit well with Uncle Phil.

Will selects Carlton as his partner for a television game show.