On Monday, June 1 at 7:00PM, the 2009 Northern Kentucky Football Coaches Association East-West All-Star Game was held at Ryle High School. Five Highlands seniors, Tony Guidugli, Nick Martin, Adam Dempsey, Michael Laber and Oliver Head played on the East squad.
The East squad defeated the West squad by a score of 6-0. The game's sole score was a 35-yard touchdown pass from Highlands' Tony Guidugli to Newport Central Catholic's Mark Kelly in the third quarter. Guidugli led all players in rushing yards, in addition to leading the East squad in passing yards. He was named the East squad's Offensive Back of the Game.
This was the 27th all-star game held by the Northern Kentucky Football Coaches Association.