When Jessie discovers Zuri is a chess prodigy, she encourages her to compete in a renowned chess competition. Meanwhile, Luke and Emma suspect Bertram was a jewel thief before becoming a butler.

When Zuri loses interest in bunnysitting her class pet, Jessie steps in, only to lose the rabbit. Meanwhile, Emma has a crush on a school jock, and enlists Luke's help to learn more about sports.