The New Coach - The Simpsons
Groundskeeper Willie is named the coach of the Mathlete's on The Simpsons. "Mathlete's Feat" is the 22nd episode of the show's 26th season.

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The Simpsons Season 26 Episode 22: "Mathlete's Feat"
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The Simpsons Season 26 Episode 22 Quotes

Willie: What's that?
Principal Skinner: We didn't want to leave you out of the digital revolution. Willie, meet your new supervisor.
Willie: I have to take orders from a machine?
Principal Skinner: Oh it can't speak, but should it ever learn, yes.

Principal Skinner: You're not supposed to be able to get outside our network.
Nelson: You shouldn't have made your password, "password".
Principal Skinner: It was the name of the street I grew up on, Password Drive.