Crawford made his Major League debut on June 7, 1996 and, not having slept the night before due to excitement, allowed ten runs in less than four innings pitched. As of 2022[update], his eight unearned runs allowed are the most in a Major League debut since unearned runs became an official statistic in 1913.
Crawford was drafted by the Cleveland Indians in the 51st round of the 1990 amateur draft. He played his first professional season with their Rookie league Burlington Indians in 1991, and his last with the Pittsburgh Pirates' Rookie league Gulf Coast Pirates, Double-A Carolina Mudcats, and Triple-A Nashville Sounds in 1998.

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