montgomery gentry is a country music duo founded by singers eddie montgomery and troy gentry, both natives of kentucky. they began performing together in the 1990s as part of two different bands with montgomery's brother, john michael montgomery. although gentry won a talent contest in 1994, he reunited with eddie montgomery after gentry was unable to find a solo record deal, and montgomery gentry was formed in 1999. the duo is known for its southern rock influences, and collaborated with charlie daniels, toby keith, five for fighting, and members of the allman brothers band.