[2] His stepfather, a bass player in a house band with Joe Don Rooney, introduced him to country music.
[2] Wolfe worked as an oil trader in Chicago, Illinois and transferred to Houston, Texas in 2003, where he roomed with Hayes Carll.
[3] He was inspired to become a working musician after attending an Alabama concert in Texas where he was invited on the tour bus and sang with Teddy Gentry and John Rich.
[2] He was nominated for Best Country Act in both Houston and Tulsa, Oklahoma and opened shows for Merle Haggard, Dwight Yoakam, Asleep at the Wheel and George Strait.
[4] "She Won't Be Lonely Long", which was scheduled to be the album's first single, became a top 5 song for Clay Walker in 2010.
[4] After a showcase performance at South by Southwest in 2010, Wolfe signed with Lex Music Group for management and formed his own record label, Fool Hearted Productions.
[15] After the release of the deluxe edition, Wolfe parted ways with Warner and signed with Tone Tree Music.
[17][18] Natural Man received a favorable review from Dustin Blumhagen of Country Standard Time, who said that Wolfe "manages to find a comfortable balance between honoring his roots and adding a modern accessibility to his songs.