First Aired 10/18/90\\
Homer buys a human hair growth serum that's not covered by his company insurance plan, and enjoys the high life now that he has a full head of hair, but it all comes crashing down when Smithers reports the insurance fraud and Bart uses up all the serum.
!!This episode provides examples of:
* AmbiguouslyGay: Karl. And unlike how Homer acted in "Homer's Phobia," he doesn't even notice or care that his secretary Karl is gay, but he does find it odd that Karl kissed him.
** Not so unlike after all. The difference is that Marge wasn't around to tell Homer about Karl's sexual orientation.
* TheCassandra: When Mr. Burns commented on how the productivity increased and the number of accidents decreased ever since Homer's ideas started being implanted, Smithers pointed out the productivity only increased to the level it usually does during Homer's vacations and the number of accidents only decreased to the level he was either guilty or suspected of but Burns dismissed this as jealousy.
* ContinuitySnarl: Mr. Burns states his age is 81. In every future episode where his age is mentioned, it's 104 (and in some much later episodes, Burns' age is implied to be four digits long).
* HyperCompetentSidekick: Karl to Homer.
* LoopholeAbuse: Every year, Mr. Burns must promote one of his employees. For as long as he gives the employee's job a different name, it doesn't matter if said employee's work ''and'' pay remain the same.
* NamesTheSame: It's a bit odd to have a guest character named Karl, when we already have Homer's co-worker Carl (the black guy who's friends with Lenny).
* SpecialGuest: Harvey Fierstein as Karl, who is noted in the commentary to be the show's first guest star who wasn't ashamed to say he'd done it. "Maybe not the most important barrier he ever broke down."
* StrangeMindsThinkAlike: As Homer runs through town with his new hair, he meets up with a man who's done the same thing he did.
** Also, when Homer's colleagues suggested him to fraud the company's insurance plan, they reasoned Burns would probably use the Money to buy a backscratcher made of ivory. In fact, that's what Burns moaned about when he learned about the fraud.
* TakingTheHeat: Karl willingly took the fall when Homer was about to be fired for insurance fraud.