You can count on one hand the number of times paintsville didn't win the region for almost 20 years. Starting with my Junior year in 1990 and working backwards, we won the region like 17 times. I know we won at least 6 in a row starting in '85, and at least a couple of others before that in the 80's.
Tiller played his freshman year, my senior year, at Paintsville. I don't think they won it when he went to Sheldon Clark. I may be wrong though.