Montgomery Gentry is an American country music duo composed of vocalists Eddie Montgomery and Troy Gentry. The two began performing in the 1990s as part of a band which also included Eddie's Montgomery's brother, John Michael Montgomery, who left for a solo career in the early 1990s.
The duo made its debut in 1999 with the single "Hillbilly Shoes," which went to #13 on the Hot Country Songs charts, but did not reach Number One until mid-2004, with "If You Ever Stop Loving Me." The duo has sent four more singles to Number One for a total of five: "Something to Be Proud Of" (2005), "Lucky Man" (2007), "Back When I Knew It All" and "Roll with Me" (both 2008).
Besides these, Montgomery Gentry has reached Top Ten with ten additional singles. All fifteen of these songs have also crossed over to the Billboard Hot 100, where the duo's highest peak is "If You Ever Stop Loving Me" at #30.
Montgomery Gentry's first, third and fourth albums — 1999's “Tattoos & Scars” 2002's “My Town” and 2004's “You Do Your Thing” — are all certified platinum by the Recording Industry Association of America (RIAA) for shipments of one million copies.
2001's “Carrying On,” 2005's “Something to Be Proud Of: The Best of 1999–2005” and 2006's “Some People Change” are all certified gold.