Hooper batted left-handed and threw right-handed. Hooper was born in Bell Station, California. A graduate in engineering at Saint Mary's College of California, he broke into the majors with the Red Sox in 1909, and still holds many of the team's records. He was traded to the Chicago White Sox in the 1921 season and finished his career in 1925.
Hooper was known as a top-caliber defensive right fielder and a solid leadoff hitter. Between 1910 and 1915, he teamed with Tris Speaker (CF) and Duffy Lewis (LF) to form one of the finest outfield trios in baseball history. On May 30, 1913 Hooper became the first player to hit a home run to lead off both games of a doubleheader, a mark only matched by Rickey Henderson 80 years later. Beside this, Hooper is the only person to be a part of four Red Sox World Series championships: in 1912, 1915, 1916 and 1918. On October 13, 1915, he became the first player to hit two home runs in a single World Series game. Hooper was also the captain of the Red Sox in 1919.
Hooper was a career .281 hitter with 75 home runs, 817 RBI, 1429 runs, 2466 hits, 389 doubles, 160 triples, and 375 stolen bases in 2309 games. He holds the Red Sox franchise records for most triples (130) and stolen base(300). Harry Hooper was selected to the Baseball Hall of Fame in 1971. Following his retirement from baseball he moved to Capitola, California where he was appointed Postmaster by Franklin Delano Roosevelt in 1933, holding the position for 24 years. He died in Santa Cruz, California, at age of 87.