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 8 · Episode 7 ·
Olive or Twist
Casey encourages Brian to use his insurance money to open a martini bar, offering to help manage it. But things go awry immediately when the first customer through the door slips and falls on the floor. Brian's problems are compounded when he learns Casey never got insurance.
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Episode 7 of season 8 of Wings: “Olive or Twist”. Aired 1996-11-06. Watch it online free on ZapFlix.