Captain Captain is in her usual competitive mood. She is determined not to lose any of the jewels today. Her crew, Cook and Line, on the other hand, are not nearly as focused and don't understand why Captain Captain always wants to win. They are far happier playing their own made-up games just for fun. She tells them not to be so silly and to focus on beating the Swashbucklers. Later on, Captain Captain is reeling from having already lost a jewel. She hates losing. Cook and Line point out that it's not all about winning. Captain Captain is flabbergasted and points out in her handbook where it clearly says that a pirate must never, ever, ever, ever, ever, ever lose, ever! But, despite her determination, she continues to lose against the Swashbucklers, so Cook and Line put together a 'How to be a good loser' training camp.

Captain Captain is determined to keep a hold of all the jewels today but during a surprise jewel inspection she discovers that Cook and Line have lost the blue jewel. Rules are rules, and she must have all the jewels available to give to the Swashbucklers if they win. She commands Cook and Line to find the missing blue jewel at once. They decide to empty all the slop from the Ship's Mess to look for it.