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To Be or Not To Be is the eighth episode of Season 8.
Prologue: Magic of the Ring
Late at night, Cleveland sneaks into his sister Luna's room to steal a ring from her jewelry box. He shows the ring to Shy Guy, explaining it can take the user anywhere in time. Intrigued, Shy Guy asks if they can go back in time, and Cleveland uses the ring.
The two end up in 1986, where the Thirty-Third Annual Champion Cup is taking place. Cleveland notices King Berwick IV, Princess Peach's father, in the cup. The race begins, and, according to history, the soon-to-be queen Melissa and Berwick would tie for first place. However, Cleveland decides to sabotage the race.
He runs ahead of all the racers, smashes an item box, and throws a banana peel in Berwick's way. Berwick's kart slides off-course and crashes. It then explodes, killing Berwick. Melissa, horrified, stops her kart to watch; however, the burning remains crush her, leading to Melissa's death.
Several fans questioned the title of the episode, wondering what it had to do with time travel and the consequences of altering the past. However, one of the writers explained that, in the context of the title, "be" meant "exist," having to do with the fact that the main cast accidentally causes the disappearances of their friends and family, due to killing them in the past.