Oliver has an interesting relationship with Cleveland. Because of Oliver's star sportsman status, he knows Cleveland as his baseball coach, and Cleveland has referred to Oliver as the "most popular and most sexually active kid at Stoolbend High" in "It's the Great Pancake, Junior Brown". However, this did not stop Cleveland from accompanying Junior in egging Oliver and his house in the same episode. He was mauled by Sparky a bulldog owned by Lloyd Waterman in "Little Man on Campus". He appears at the Halloween party in "Nightmare on Grace Street". Oliver is voiced by Mike Henry.