The
Boston Patriots selected Webb in the 24th round of the
1961 American Football League (AFL) draft, 187th overall. Webb played during ten seasons for the Patriots, missing one entire season because of an injury. He scored four touchdowns on defense that season, the only four touchdowns of his career. On October 22, 1961, Webb intercepted a pass against the
Buffalo Bills and returned it 26 yards for a touchdown. The next week against the
Dallas Texans, he recovered a fumble and returned it 40 yards for a touchdown. In a December 3 game against the
Denver Broncos, he had two interceptions that set up Patriots' touchdowns; returning one to Denver's one-yard line in the second quarter, and returning another 59 yards in the fourth quarter. and returned it 31 yards for a touchdown. He also returned a
blocked punt 20 yards for a touchdown in the same game. Webb started three games at defensive back in 1962, and also had one pass reception. Webb was injured before the 1963 season started, and ultimately missed the entire season with a knee injury. Webb returned in 1964, starting 12 games at left cornerback. He had a career-high six interceptions. During the season, he regained the starting left cornerback position, with Hennessey moving to right cornerback. Webb started eight games that season, with two interceptions. Going into the 1966 season, it was anticipated that
Dick Felt would start over Webb at cornerback. However, Felt started only two games in 1966, and Webb started 12 at right cornerback, with Hennessey starting at left cornerback. Webb had one interception in 1966. The Patriots' defense, however, gave up the most passing yards in the AFL that season. The 5 ft 10 in Webb had a particularly difficult time in a September 25, 1966 game against the
Kansas City Chiefs, while covering the 6 ft 3 in (1.9 m) 220 lb (99 kg) Chiefs' receiver
Chris Burford. In 1967, Webb was moved to
free safety. He started 10 games and had four interceptions. Patriots head coach
Mike Holovak, who had been Webb's head coach since Webb's rookie season, believed this was the position that best fit Webb in his career as a defensive back. In 1968, Webb started nine of the 10 games in which he appeared at free safety. In 1969, Webb started all 14 games for the first time in his nine year career, still playing free safety. He had two interceptions. The Patriots were 4–10 on the season, but for the first time in his career, Webb was selected to play in the AFL All-Star Game. This was the final game in the history of the American Football League, as the AFL merged into the
National Football League (NFL) beginning in the 1970 season. Webb played his final two seasons in the NFL. In 1970, he again started all 14 games at free safety, with an interception and two fumble recoveries. In 1971 with the renamed
New England Patriots, he started 12 games at free safety, with one fumble recovery. Overall, Webb played 11 seasons for the Patriots, and was an
AFL All-Star selection in
1969, missing one of the 11 seasons due to injury. He started 99 games as a Patriot, and had 21 interceptions and five fumble recoveries during his career. During his Patriots career Webb,
Houston Antwine and
Jim Lee Hunt, among the few African Americans on the team, became inseparable friends, and leaders on the team among all players. == Personal life and death ==