2003, signed with Capitol Records. launching a very successful country music career.
2004, his first two albums went platinum (two million copies sold).
Hit singles include: “What Was I Thinkin'”, as well as “Come a Little Closer”, “Settle for a Slowdown”, “Every Mile a Memory”, “Free and Easy (Down the Road I Go)”, “Feel That Fire” and “Sideways.”
2010, released Up on the Ridge album, a tribute to his bluegrass roots with Chris Thile and the Punch Brothers, Sam Bush, Bryan Sutton, the Del McCoury Band, Tim O’Brien and other well known bluegrass artists and sidemen.
Bentley says, “I fell in love with bluegrass music the first time I walked into the Station Inn with a fake ID at 19 years old. … After that I never missed a Tuesday night there in almost 8 years. Bluegrass music is my foundation.”