[1] The family moved frequently throughout his early childhood and teen years—living in various towns in Texas, Arizona, New Mexico, Utah, Nebraska, Ohio, and Virginia.

[2][3][7] While playing a house concert in Woodstock, New York in 2005, Mosley attracted the attention of Lisa Hantes, manager of the nearby Bearsville Theater at that time.

[8] With the support of Hantes, he opened at Bearsville for established acts such as The Blind Boys of Alabama,[9] Ivan Neville's Dumpstaphunk,[10] Big Brother and the Holding Company.

[13][14] Well received critically,[15][16][17][18] the album led to an increasingly busy touring schedule and Mosley's collaborations with singer-songwriter Jerry Joseph.

[26] Howle appears on "Gun War" from Mosley's 2023 commemorative album release Light & Blood: 15th Anniversary Edition.

[35] Mosley has cited James Taylor, Chris Whitley, Son Volt, Ani Difranco, and the music of West Africa as significant influences.

[2][9] Mosley most often performs solo, accompanying himself on a lap dobro resonator guitar and a modified Porchboard Bass stomp box.