Season 5, Episode 20: The Bud Bowl (1996)
When Bud invites Tim and Jill to go bowling with him and his wife, Tim is thrilled at the opportunity to curry favor with the boss. He convinces Jill to skip a psychology lecture to join them, and when he learns that Bud is a sore loser, he convinces Jill to throw the game so Bud can win. Afterwards, Jill is angry that Tim expects her to sacrifice everything for his career - but when Tim learns that Bud isn't actually as sore of a loser as he thinks, he makes for all of his boorish behavior by buying Jill some flowers and saying I'm sorry one time.
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