Whitaker made his Major League debut on October 11, 1888 at the age of 22. In the minors in 1888, he had a 7–3 win-loss record to go with a 0.83 earned run average in 11 games started. Though he allowed 36 runs, only eight were earned. He appeared in two games for the Orioles that season, going 1–1 with a 5.14 ERA and striking out five batters in 14 innings. The following year, he appeared in one game, allowing two earned runs and earning the win. He completed all three games in which he appeared in his career, posting a 2–1 record with a 3.91 ERA. He walked 10 batters and struck out six.\n', '

He appeared in his final big league game on July 25, 1889. Following his death in 1902, he was interred at St. Matthew Cemetery in St. Louis.\n', '

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