Playing both quarterback and defensive back, Sherman spent five seasons with the Eagles, who finished second in the NFL East from 1944 to 1946. In 1946, he completed 17 of 33 passes for 264 yards, and led the league in yards-per-passing-attempt (8.00). The following year, he helped lead the Eagles to the NFL East title with a record of 8–4–0. They tied the Pittsburgh Steelers for first, and then defeated Pittsburgh in a playoff to reach the NFL championship game, which they lost to the Chicago Cardinals, 28–21. In all, he completed 48.9% of his 135 pass attempts for nine touchdowns, while running for four more. After the 1947 season, having played in 51 NFL games, Sherman took Neale's advice and shifted to coaching.