Simpson began taking violin lessons at the age of three. As she says: "I actually don't remember learning how to play, because I started when I was three. I feel like I've always known." The first hint of her talent came at the age of four when Simpson and her father were watching a Redskins game on television. After the band played "Hail to the Redskins", he suddenly heard it again, only this time on the violin. "She picked it up through her ears, and it came out through her fingers instantly. I knew she had a gift then." Simpson began playing bluegrass music with her siblings in the Simpson Family Band. As her father states: "When she was 14, I started taking her to the fiddle contests, and she won just about every one."