Debut Craig dipunwiwiti saking single piyambakipun ingkang gadhah judhul "Fill Me In lan" nyanyiakaen tembang Unbelivable. Sapanunggalipun punika Craig dados vokalis band The Artful Dodger. Saking album katiga, Born to Do It (2001), Slicker Than Your Average (2002) dan The Story Goes... (2005), sampun gadhah penghargaan amargi Craig sampun dados penyanyi donya.