Several Pleasantville wrestlers have earned National Wrestling Coaches Association and United States Marine Corps awards. 

Senior Madilyn Rowson, junior Ella Clark, senior Caleb Cook, and senior Carter Metcalf all received the High School Scholar All-American Award while Metcalf also received the Character and Leadership All-American Award. Cook also received first team Academic All-State honors, while Rowson and Metcalf received honorable mention Academic All-State.