[6] As a teenager, they were sent to an Episcopal all-girls boarding school in Maryland despite being Jewish,[6] at a time when they were "dykey, angry, rebellious" and "grappling with [their] own sexuality and gender".
[3] Roberts attended college at the University of Vermont, where they resumed knitting after suffering a severe injury that limited their access to facilities.
[4][5] In 2003 they created their first activist textile piece, dropping a hand-knit pink triangular banner from the campus church steeple that read "Mom Knows Now"; this served both as their coming out and as an homage to ACT UP activism against AIDS.
[10] Moreover, Roberts finds that the issues of marginality they encounter as a queer, gender non-conforming and non-binary person, directly mirror the position(s) of textile and craft within visual culture.
[5] A work of Roberts, The Queer Houses of Brooklyn in the Three Towns of Breukelen, Boswyck, and Midwout during the 41st Year of the Stonewall Era, was displayed in the Smithsonian American Art Museum.
[15][13] In 2017, Roberts worked publicly in the galleries of the Museum of Arts and Design as part of the exhibition Studio Views: Craft in the Expanded Field.