In his two years as a starter at King's, Whitehead re-wrote the Monarch record books. A two-time MAC honorable mention choice, Whitehead concluded his senior year by completing 222 passes in 393 attempts for 2,766 yards, averaging 276.6 passing yards per-game. He equaled his own school record of 19 touchdowns while throwing 16 interceptions, 12 coming over the final three games of the season while he played injured with a high ankle sprain. He also rushed for 363 yards on 178 carries and scored 13 touchdowns on the ground.

Whitehead set career school records of 503 completions in 866 attempts for 6,003 yards and 41 touchdowns. He also graduates with school records for pass completions in one game (40), pass attempts in one game (63) pass attempts in one season (404), passing yards in one game (423), and passing yards in one season (2,832). He also shares the King's record of four touchdown passes in one game. His passing yards per-game average of 283.2 yards in 2016 and 276.6 yards in 2017 are the top-two single-season totals in Monarch history.

Whitehead closed out his collegiate career on November 11 by earning King's most valuable player award after leading the Monarchs to a 40-26 win over city rival Wilkes in the annual Mayor's Cup Game. It was the second straight year Whitehead was named MVP of the Mayor's Cup Game.