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Although his boss asks him to leave because he isn't really handicapped, George is determined to stay on the job. And even as his co-workers give him a taste of just how hard it's going to be, they only strengthen George's resolve. After badgering Jerry to reveal the inside joke he's created at his girlfriend's expense, Elaine denies that she's reuniting with David Puddy. Convinced she'll backslide, Jerry bets Elaine $50. And as Kramer hires a college intern to be his executive assistant, Elaine makes up with David.
While Jerry upsets Claire with the joke, Kramer discovers the college is taking Darin away. And as Elaine arrives to pay up, Jerry bets that she'll do it again. When Claire decides to stop being mad at him if only he'll stop making fun of her, Jerry chooses to keep his joke, only to find that George and Kramer are getting tired of it. And while Kramer is surprised when Darin arrives on his own for work, George turns down six months salary in order to keep his job.
When Elaine realizes she'll have to pay up again, she redoubles her efforts to win the money back, only to continuing backsliding... and losing. And as George fends off Mr. Thomasoulos efforts to get him to quit, Kramer and Darin arrive at his office to test a potentially valuable new idea. But when they accidentally hit Claire on the head and she sues for $26 million, the settlement leaves the company bankrupt and unable to pay George's salary.
Kramer's intern Darin was named after former writers' assistant Darin Henry, the unofficial "show mascot" who went on to write several episodes in Seinfeld's final two seasons.
Kramer's company Kramerica Industries was first mentioned way back in Seinfeld's second episode "Male-Unbonding."
Elaine and Puddy break up 8 times over the course of the ninth season's first two episodes.
"Hi, this is Darin from Kramer's office. Mr. Kramer would like to schedule a lunch with you at Monk's Coffee Shop."
"In 10 minutes. Do you need directions?"
"No, I don't"
"Well, I'll call back in five minutes to confirm."