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Paul's cheap dentist puts braces on James instead of removing his infected tooth, causing problems in James' date with the new mail girl. The city's raffle to raise money for the Big Buddy program is screwed up when Paul skimps on the raffle tickets. Stuart and Carter blackmail Caitlin to decrease their workload.

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Name Type Role
Tim Hobert Writer
John E. Mack Guest Star
Jill Tracy Guest Star
Michael Charles Roman Guest Star
Tony Mennuto Guest Star
Wills Robbins Guest Star
Andy Cadiff Director