In the beginning of her career, Loeb began as a young singer-songwriter with friend, Elizabeth Mitchell, with whom she recorded two albums.

In 1994, her self-penned song, "Stay (I Missed You)" was featured in the soundtrack of Reality Bites, after which it gained widespread airplay on radio.

Loeb began the new millennium focused on children's music and has since recorded several albums in the genre, including Camp Lisa.

2013 saw the return of adult material with the release of studio album No Fairy Tale.

Loeb returned again to children's albums with Nursery Rhyme Parade!, which was made available on October 16, 2015.