Rayshawn Jenkins was born and raised in St. Petersburg, Florida, where he attended Admiral Farragut Academy. He was a do-it-all player for AFA, playing significant snaps at quarterback, wide receiver, running back, and defensive back.
His junior season saw him accumulate 824 passing yards, 10 touchdowns, and a single interception to go with 647 yards on the ground and seven more scores. Defensively, Jenkins recorded three interceptions, eight pass breakups, four sacks, and a forced fumble. His senior year was unfortunately cut short due to injury after seven games, but his play up to that point still earned him three stars as a prospect by Rivals and ESPN.