He became a manager in the Redbird system in 1956 with the
Winnipeg Goldeyes of the Class C
Northern League. On July 6, 1961, he was promoted from manager of the
Triple-A Portland Beavers to the Cardinals to serve as a Major League coach under new skipper
Johnny Keane. Benson worked with Keane through the Cards'
1964 World Championship, then moved to the
New York Yankees when Keane switched to the Bombers (his
1964 World Series opponent) in
1965. But the Yankees were in a downward spiral at the time, finishing sixth in the '65
American League race. Then they won only four of their first 20 games in
1966, resulting in Keane's firing and Benson's resignation on May 7. Two months later, on July 13, 1966, Benson returned to the
National League as a coach for fellow North Carolinian
Dave Bristol, newly appointed pilot of the
Cincinnati Reds. He spent the remainder of his MLB career in the Senior Circuit, as a coach for the Reds (through
1969), the Cardinals again (
1970–
1975),
Atlanta Braves (
1976–
77), and
San Francisco Giants (
1980), working in the latter two posts under Bristol once again. He managed the
Syracuse Chiefs, Triple-A affiliate of the
Toronto Blue Jays, in 1978–79. He won three playoff championships in the minor leagues, in: the Northern League (with Winnipeg) in 1957; the
Texas League (with
Tulsa) in 1960; and the
International League (with Syracuse) in 1979. After his on-field career ended, Benson returned to the Cardinals as a
scout. He also managed the Braves for one game in under unusual circumstances. After the club lost 21 of its first 29 games, Dave Bristol was sent on a "scouting trip" on May 10 and replaced by the team's owner,
Ted Turner, a world-class
yachtsman and television executive who had no baseball experience. After Turner lost his only game as the team's skipper on the 11th, National League president
Chub Feeney told Turner that managers cannot own financial interest in a club. When Turner's appeal to Commissioner
Bowie Kuhn was turned down, Benson stepped in for one game—which he won, 6–1 over the
Pittsburgh Pirates on May 12—before Bristol was rehired for the remainder of the season. ==Death==