Dave Burke is a 1990 Oak Hills graduate. Dave has been called one of the best football players in the history of Oak Hills. He was a two year varsity letter winner and team captain. Dave was an important part of the 1988 Metro County Conference League Champion team. In his senior season Dave was named first team all-conference, first team all-southwest district and first team all-state. After his career at Oak Hills ended Dave continued his playing days at Thomas More College. To date Dave still holds the school record for most tackles in a single game at 28 vs. Earlham College. 

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.  

Kim Fritsch Morstadt is a 1990 Oak Hills graduate who was a standout swimmer for the Highlanders. She is a three time state qualifier finishing 2nd in the butterfly and the free relay and was crowned a state champion in the medley relay. Kim was a captain of the 1990 team that finished as Ohio State Runner Up. After her career at Oak Hills, Kim was awarded a swimming scholarship to Purdue University. While at Purdue she was a three time All American, two time Big Ten Champion and finished in 3rd place at the 1994 NCAA finals - the highest finish for any female swimmer in Purdue history. When she graduated from Purdue, Kim held eight school records. She has continued to stay involved in the sport of swimming, recently coaching the youngest Cincinnati Marlin swimmers for the past three years. She is also the Chair for the Ohio Swimming Outreach Program. The program provides competitive swimming opportunities to the underrepresented and economically disadvantaged youth in the state. 

Larry Land is 1990 graduate, and was also a standout basketball player for the Highlanders. He was a three time all conference performers and was named Conference Player of the Year in 1990. During his three year high school career, the Highlanders captured a District Championship and advanced to the elite eight in the State of Ohio. Because of his standout career at Oak Hills, Larry was awarded a full scholarship to the University of St. Francis. After four years at USF he finished as the career leader in 3-point field goals made and games played in school history. He was also in the top five for career 3-point percent, career scoring average, career FT's attempted and made and career scoring. In 2007, Larry was inducted into the University of St. Francis Athletic Hall of Fame, making him the first Oak Hills basketball player to be inducted into their collegiate Athletic Hall of Fame.