A strong-armed outfielder and basically a line-drive hitter, Watwood entered the majors in April 1929 with the Chicago White Sox, playing for them until April 1932 before joining the Boston Red Sox (1932–1933) and Philadelphia Phillies (1939).[1] His most productive season came with the 1930 White Sox, when he posted career-highs in games (133), batting average (.382), runs (75), RBI (51), extrabases (31) and on-base percentage (.382).
In 1931 Watwood hit .283 in 128 games for Chicago, and later was sent to the Red Sox in a five-player transaction that included teammates OF Smead Jolley and CBennie Tate in exchange for C Charlie Berry and OF Jack Rothrock. While in Boston, he served as a backup for Jolley (LF), Tom Oliver (CF) and Roy Johnson (RF).
After that, Watwood spent five years in the minor leagues (1934–1938), managing also the 1938 Houston Buffaloes before returning to major league with the Phillies.[1]