In 1960, Massengale turned pro. His two wins on the PGA Tour came in 1966 and he finished that year 26th on the money list. He finished among the top-60 money winners on the PGA Tour in 1962, 1966 and 1967. His best finish in a
major was a 2nd at the 1967
PGA Championship where he lost to
Don January in an 18-hole playoff (69-71). Massengale worked as a club pro in the
Houston area in his 40s – between his PGA Tour and
Senior PGA Tour careers. He won twice on the Senior PGA Tour the 1990
Greater Grand Rapids Open and the 1992
Royal Caribbean Classic. == Personal life ==