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Jimmy starts his new career as a full-fledge building contractor. His first client: game show host Alex Trebek. With the help of his architect partner, Jimmy learns that there is a special way of dealing with celebrity clientel. Jimmy also coaches Gene in the art of making moves on women. It seems Gene has it together when it comes to approaching people in the Jaguar showroom where he works, but with women, he hasn't got a clue. However, after selling a beautiful woman a new car, Gene musters up the courage to ask her out. Meanwhile, Wendy gets a dog from the pound that is anything but a ""standard"" poodle.