Jonathan Sweet was part of the 1990 graduating class of Oak HIlls. He was a 2 year varsity letterman in baseball and football. Sweet was named All-Conference and All-City for 2 season and was a part of a string of 8 consecutive league baseball championships. In his junior season, he was the catcher on the Oak Hills District Championship team, which finished the season as regional runner-up. That team was also the #1 ranked team in the state of Ohio and the only Oak Hills baseball team to be ranked in the USA top #25. Sweet was named team MVP during 1989.