Cliff Caldwell is a 1978 graduate of Cambridge Springs High School. Caldwell earned three varsity letters under Hall of Fame baseball coach, Shorty Stoner. In 1980, Caldwell and his 2.08 ERA helped his team to the College's best 20 wins and the NAIA District 18 Baseball Championship.
In 1981, Caldwell was named a first team All District pitcher for his outstanding season. He built a strong 7-2 mound record, which is the most pitching wins in a single-season. Caldwell also struck out 54 hitters while working 70.3 innings. He left his mark on the Penn State Behrend baseball record books before pitching at University Park in 1982. Caldwell compiled 93 strikeouts in his 126.3 innings pitched. Both figures are fifth best all-time. His career ERA is a sharp 3.15-good for tenth place on the charts.