 Tuskegee University had the most appearances and wins at the Pioneer Bowl, winning 7 times in 10 appearances.Until 2012, Tuskegee's regular season extended longer than most other Division II teams (its last regular season game was the Turkey Day Classic on Thanksgiving Day), which prevented the team from playing in the NCAA's Division II playoff tournament; the Pioneer Bowl was thus the only way Tuskegee could play in the postseason.