- From McClure, Virginia.
- Son of Ralph Stanley, who in 1995 began performing full-time in his father’s band, playing guitar and singing lead at the age of 16.
- 1996, recorded an album of duets “in the Stanley Tradition” with multi-instrumentalist John Rigsby, also a member of the Clinch Mountain Boys. Rigsby is from Louisa, Kentucky.
- Nickname: “Two.”
- 1999, released first solo album Listen to My Hammer Ring (Rebel).
- 2000, released Pretty Girls City Lights album (Rebel)
- 2002, released Stanley Blues album (Rebel).
- 2003, released Carrying on album (Rebel), nominated for a Grammy Award.
- 2008, released This One Is Two album (Lonesome Day).
- 2011, released Born to Be a Drifter album (Stanley Generation).
- 2014, released Side By Side album (Rebel) with his father Dr. Ralph Stanley.
- 2016, inherited his father’s band name and began making appearances as Ralph Stanley II and the Clinch Mountain Boys.