His singing career began at age 12 at the Manly Jazzorama Music Festival in 1957, soon after Col Joye heard him as an 11 year old singing at a football social. He released his first single (as "Vicki Simms"), "Yo-Yo Heart" (Festival Records) at age 15.
After getting into alcohol and committing a robbery he was sent to prison. Whilst incarcerated in the notorious Bathurst Gaol he learnt how to play guitar and started writing songs. In 1973 his music was heard by a Robin Hood Foundation and they sent a tape to RCA who organised to have him record an album. This album was recorded in one hour with a mobile studio in the prison dining room and was released as The Loner. It has been described as "Australia's great lost classic album of black protest music". After the release of the album he was sent on tours of other prisons, shopping malls and the Sydney Opera House as an example of a model prisoner. After he was convinced he was being used he refused to continue the shows.
After his release from prison he has reentered the entertainment industry. He has toured Australian prisons and in 1990 he toured Canada with Roger Knox and Bobby McLeod where they played in prisons and on reservations. In 1996 he released a covers album "From The Heart".
Simms sang "Stranger in My Country", in both the SBS documentary and accompanying cd, Buried Country: The Story of Aboriginal Country Music.
- "Yo-Yo Heart" (1961) - Festival
- "I'm Counting Up My Love" (1961) - Festival
- Yo-Yo Heart ep (1962) - Festival
- The Loner (1973) - RCA
- "Back Into The Shadows" (1973) - RCA
- "Koala Bear" (1988) - Enrec
- From The Heart (1996) - Bunyip
- Walker, Clinton. "Prison Songs". Buried Country: The Story of Aboriginal Country Music. Pluto Press. pp. 119–137. ISBN 1-86403-152-2.
- "Once in a Lifetime" the story of Vic Simms", Message Stick, Friday 21 October 2005, 6 pm ABC1.