Free left Boston to immerse herself in her true passion: music. One of Free's stepping-stones was an internship at a radio station in Massachusetts, where she began to make a name for herself. She then made career moves between Los Angeles and New York City in an effort to build the structure of her calling. She appeared on "Patriots", the second track on Can-I-Bus, the debut album from critically acclaimed rap artist Canibus. This appearance was her first major appearance and the album eventually went gold. Her appearance on the album was a direct result of her professional connection with Wyclef and his Refugee Camp crew.