Oliver Wilkerson is a popular but deaf jock at Stoolbend High School. He is the captain of the football team, has a 3.8 GPA, and is a member of the Future Deaf Business Men of America. He runs for Student-Council President against Cleveland Jr. in "Ladies' Night", but later withdraws from the race after being saved by him. He is shown to lead the popular group of kids at school, and it is said in the same episode by Ernie Krinklesac that "there isn't a sport he hasn't lettered in and a girl that hasn't let him in".
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 "Little Man on Campus". However, this has not stopped Cleveland from accompanying Junior in egging Oliver and his house in "It's the Great Pancake, Junior Brown".
He appears at the Halloween party in "Nightmare on Grace Street".
Oliver is voiced by Mike Henry.
- His license plate reads "IKNTHR", or "I Can't Hear".
- TCS106 Ladies' Night
- TCS108 From Bed to Worse
- TCS110 Field of Streams
- TCS116 The Brown Knight
- TCS118 Brotherly Love
- TCS121 You're the Best Man, Cleveland Brown
- TCS204 It's the Great Pancake, Junior Brown
- TCS205 Little Man on Campus
- TCS303 Nightmare on Grace Street
- TCS322 All You Can Eat
- TCS405 A Vas Deferens Between Men & Women
- TCS416 Who Done Did It?