High School Career
Jennings attended Kalamazoo Central High School where he was all conference in three sports—football, basketball and track. Jennings played wide receiver, running back, outside linebacker and defensive back as a four-time letterman for the football team. He was listed 11th on the "Fab 50" rankings of the Detroit Free Press as a senior. Jennings finished seventh in voting for Mr. Basketball of Michigan in 2000–01 and scored a school record 50 points in a losing effort against Benton Harbor as a senior.
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“Behind one high mountain lies yet a higher one.”
—Chinese proverb.
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