Born to a family of empaths in Brooklyn, Roe LiBretto studied drawing, painting, and design, at the Brooklyn Museum, the School of Visual Arts, and City College of New York. 

She had some lengthy gigs with publications: Newsweek; Scholastic, Inc.; Careers and Colleges, and spent a few years customizing motorcycles on the then-not-so-hip lower east side of New York City. Roe exhibited abstract drawings and sculptures in juried gallery shows in: New York City; Paris, France; Brooklyn, New York; and Pittsfield, Massachusetts between 1974 and 1984. During that time she received commissions, from the New York City Cultural Council and the Massachusetts State Council on the Arts, to create public kinetic installations. In 1985 Roe took a hiatus from exhibiting and began the Fool's Journey. 

In 1992, she migrated to New Mexico and co-founded a publication design company: NoBul Graphics. After seven successful years, a mind altering/altaring car accident precipitated selling her business, taking a straight job for the man, and noodling in metaphysics. Encouraged by collectors of her work and by her son, LGBTQ fantasy writer and illustrator Ywain Penbrydd, Roe now creates and exhibits allegorical paintings internationally.