- A game show contestant comes to the island and can win $10,000 if he can survive one week without outside assistance, so he refuses to let the castaways use his transmitter because he would have to forfeit the prize.
- Listening to the radio while fishing, Gilligan (Bob Denver) comes upon the Take a Dare radio show that puts people in difficult situations in return for cash, The Skipper is a little irked that the program has marooned a man named George Barkley (Strother Martin) on an island for a week; if he survives without any help, he will win $10,000. The Skipper (Alan Hale Jr) is irked by the irony of their situation and leave the fish they have caught to go get some bananas. Unfortunately, after they vanish into the jungle, Barkley comes out of hiding on their island and steals the fish. In time, the Castaways discover other things missing and conclude that monkeys carried off the items. While searching for their stuff, Gilligan and the Skipper discover Barkley with their things talking to the radio announcer on a two-way radio. They charge him, but he removes a fuse to incapacitate the radio. They take it to the Professor (Russell Johnson) to fix, but it soon becomes very obvious that Barkley is a conniving con-artist who has no intentions of forfeiting his prize money to help them get rescued. He insults the Howells (Jim Backus and Natalie Schafer) when they try paying him more than the prize money, and he offends Ginger (Tina Louise) by accepting his advances without honoring her request. Worse yet, he keeps stealing the two-way radio to communicate with the game show people to keep up the illusion that he is alone, and then incapacitating it so no one can hear Gilligan or the Skipper. He finally tosses it off the cliff and escapes into the jungle to hide until his ride comes from him. The Professor finally comes up with a plan instructing everyone to take up assigned places on the island and calling out as soon as a boat shows up to get Barkley. Unfortunately, Gilligan takes the plan too literally and never calls out when it's a helicopter picking up Barkley. During the following airing of the show, however, as Barkley is expecting his prize money, he learns his money was hidden in the radio which he left on the island, possibly forfeiting his prize. Gilligan and the Skipper go searching for the money which Mr. Howell has already found.
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