Montgomery Gentry is an American country music duo composed of vocalists Eddie Montgomery (brother of country singer John Michael Montgomery) and Troy Gentry. Both brothers and Gentry were originally members of a country band which had local success in clubs throughout the state of Kentucky. After John Michael left for a solo career, Eddie and Troy Gentry began performing as a duo.

Signed in 1999 to Columbia Records, the duo released its platinum-certified debut album Tattoos & Scars that year. They have since recorded five more studio albums: Carrying On (2001), My Town (My Town (album)) (2002), You Do Your Thing (2004), Some People Change (2006), and Back When I Knew It All (2008) as well as a Greatest Hits package. These albums have produced more than twenty chart singles for the duo on the Billboard (Billboard (magazine)) Hot Country Songs charts, including the Number One hits "If You Ever Stop Loving Me", "Something to Be Proud Of", "Lucky Man (Lucky Man (Montgomery Gentry song))", "Back When I Knew It All (Back When I Knew It All (song))" and "Roll with Me" and ten more Top Ten hits.