In 1988, Angelos co-founded The Five Lesbian Brothers, the Obie Award winning theater company that created works exploring feminist and queer themes.
The group has written and performed six plays, including The Secretaries, Oedipus at Palm Springs, and Brave Smiles... Another Lesbian Tragedy, two of which were staged at the New York Theatre Workshop.
In 1997 they published the book, The Five Lesbian Brothers' Guide to Life: A Collection of Helpful Hints and Fabricated Facts for Today's Gay Girl with Simon & Schuster.
Collaborating with Canadian visual artist Hazel Meyer, Angelos performed in projects such Weeping Concrete[8] (2022) and The Marble in the Basement.
In film, Angelos stars in Landfill (2024) portraying Alice, an elder butch dyke navigating terminal illness and legacy.