Free’s awards include 9 ASCAP Awards, a Platinum Record, and a Grammy nomination. In 2008 he won the Ohio Governor’s Award for the number one artist in the state and in 2009 The Kentucky State Senate honored him for his musical contributions to Appalachia. In 2000 he received a lifetime achievement award from Airplay International in Nashville for his decades of international airplay.
His song “Siege at Lucasville”, about the 1993 Ohio prison riot, was filmed by CBS TV’s 48 Hours in 1996 and his song “Our Hometown” is featured in the PBS documentary Beyond These Walls. Free has performed on PBS, NPR, The Nashville Network and has been featured in the AFM International Magazine, GTE Music Magazine in Nashville and numerous other music industry magazines and newspaper articles.