On this day in 2000, we made our debut on the Grand Ole Opry. Who the heck is that? Ans: Montgomery Gentry. (Their debut single said a lot about their Kentucky roots and their favorite shoes. That song was "Hillbilly Shoes.") Eddie Montgomery and Troy Gentry of Montgomery Gentry perform during 1 Night. 1 Place. 1 Time: A Heroes & Friends Tribute to Randy Travis at Bridgestone Arena on February 8, 2017 in Nashville, Tennessee. (Photo by Rick Diamond/Getty Images for Outback Concerts)Photo: Getty Images