Wings
Brothers Brian and Joe Hackett attempt to run an airline on the New England island of Nantucket while surrounded by their various wacky friends and employees.

Season 3 · Episode 5 ·
If Elected, I Will Not Live
Roy's competition for the town council drops out, and the gang convinces Joe to run against him with Fay as a campaign manager. But when the local newspaper endorses Fay herself, Roy gets more competition than he can handle.
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Episode 5 of season 3 of Wings: “If Elected, I Will Not Live”. Aired 1991-10-31. Watch it online free on ZapFlix.