Steven Smiley was born and raised in Limestone County Alabama. Being raised in a musical family, it was pretty much a given he would play and sing. He started playing bass at the age of 16. He then moved on to the resonator guitar (dobro) around the age of 18 and it quickly became his main instrument. Soon after, he joined his dad, who plays banjo, in a full time traveling band, The Flint River Boys. While with the band, he soaked up as much musical knowledge and experience as he could. Eventually, Steven left the group to pursue other opportunities. He got together with close and very talented friends to form a regional bluegrass band (Roanoke). "Playing and traveling with those people was a great learning experience and a lot of fun". Roanoke was successful for the time they were together, but the time came when their jobs began to interfere with their ability to play shows, so they disbanded. "Many members of that group have gone to have great musical careers".