Sampson coached football, basketball, and track at Medford High School. In 1926 he became Tufts' head football coach. His 1927 team finished the season undefeated and outscored their opponents 218 to 19. He finished at Tufts with a career record of 22–7–1. After leaving Tufts, Sampson spent one season as an assistant under Lou Little at Columbia and two seasons under Eddie Casey at Harvard.
Journalism
After the 1932 season, Sampson joined the staff of the Boston Herald as a sportswriter. He also authored several books, including Lou Little's Football and Ted Williams: A Biography of The Kid and wrote for national magazines. He retired from the Herald in 1965.