He will perhaps always be most famous for his performance on May 9, 1999, where, against the University of Maryland Terrapins, his 7-for-7 performance at the plate with 6 home runs, 16 RBI, and 25 total bases shattered NCAA single game records in all three categories.
McDougall was drafted by the Oakland Athletics in the 9th round of the 2000 MLB Draft and played in the Athletics organization until July 30, 2002, when he was traded to the Cleveland Indians for Ricardo Rincón. After playing the rest of the season with Single-A Mahoning Valley and Double-A Akron, McDougall was selected in the 2002 Rule 5 draft by the Texas Rangers. He played in Texas' organization, making his MLB debut on June 7, 2005, until released on June 29, 2006. He played in the Los Angeles Dodgers organization in 2007 and the San Diego Padres organization in 2008.