The Fresh Prince of Bel-Air

Season 4 Episode 19:

You'd Better Shop Around

Will goes with Phillip and Carlton to buy a new car. When Carlton wants Phillip to buy a car that Will thinks is dull, Will convinces Phillip to get a convertible. The owner of the lot offers Will a job and Will accepts. It isn't long that Will is the best salesman on the lot and he's being considered for an executive position so he drops out of school.
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About The Fresh Prince of Bel-Air:

The Banks family, a respectable Californian family, take in a relative - Will Smith, a street-smart teenager from Philadelphia. The idea is to make him respectable, responsible and mature, but Will has got other plans...