Desmond was born in Boston, Massachusetts, to parents Bill and Katherine Desmond, two Boston musicians and founders of Bentmen, a local Boston band, and the Sound Museum Music Complex. She was a contestant on NBC's The Voice, on a team being coached by Adam Levine of Maroon5. She sang "Born This Way" by Lady Gaga during blind auditions. On the May 31st, 2011 episode of The Voice, Desmond was the fourth member of Adam's team of eight to be eliminated after competing head to head with Jeff Jenkins. They performed Elton John's "Don't Let the Sun Go Down on Me."