Oliver Daniel Pickering (April 9, 1870 – January 20, 1952) was an American professional baseball outfielder and manager in a 30-year career that spanned from the 1892 Houston Mudcats to the 1922 Paducah Indians. He played for a number of Major League Baseball teams from 1896 to 1908: the Louisville Colonels, Cleveland Spiders, Cleveland Blues, Philadelphia Athletics, St. Louis Browns, and Washington Senators.
On April 24, 1901, Pickering was the leadoff batter for the Cleveland Blues (precursor to the Indians), which was the visiting team facing the Chicago White Sox in the first game ever played in the American League. The three other games scheduled that day were rained out. Thus, Pickering was the first person to bat in the American League. According to The Cleveland Indians Encyclopedia, based on an account from the Cleveland Plains-Dealer, this transpired: "The date was April 24, in Chicago's White Sox park (a.k.a. South Side Park), when Ollie Pickering stepped to the plate for the Cleveland Blues. Pickering, an outfielder, hit the second pitch from Chicago White Sox right-hander Roy Patterson to center field. Dummy Hoy, a deaf-mute who was cruelly nicknamed Dummy, caught the routine fly, and with that the American League was officially underway." Chicago went on to win, 8–2. On May 5, 1904, Pickering, playing for the Philadelphia Athletics, twice came close to spoiling Cy Young's perfect game for the Boston Americans, the first ever thrown in the American League. Of Pickering's performance, author Michael Coffey wrote: "In the fourth ... Ollie Pickering looped one into the no-man's land beyond the second-base bag – in a bid for the kind of hit he made famous – only to have center fielder Chick Stahl make a fine running catch. Pickering was almost the spoiler again, with one down in the top of the sixth, when he tapped a slow roller to short, but Freddy Parent charged the ball and nipped Pickering by half a step."
Pickering played and managed in the minor leagues into his 50s. His playing days ended in 1920 at the age of 50 with the Redfield Reds. He last managed with the Paducah Indians in 1922. Upon his retirement from the game, Pickering became an umpire and later retired in Vincennes, Indiana.
Pickering's great-great-grandson is National Football League side judge Jimmy Russell.
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