Between 1990 and 1996, Steele was the lead singer and bass guitarist in the country music band Boy Howdy, which recorded two albums and an EP on Curb Records, in addition to charting seven singles on the "Billboard" country music charts. After Boy Howdy disbanded, Steele embarked on a solo career, recording seven studio albums (one of which was not released). He also charted four singles as a solo artist, with the highest-peaking ("Somethin' in the Water") reaching No. 33 on the country charts in 2001.