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Roberta Forwood began their work experience in 2001 as a Clinical Coordinator at Elwyn, where they worked until 2004. Roberta then worked at Thomas A. Edison Charter School as an Art Teacher starting in August 2004. In 2018, Forwood joined Paint Nite as a Master Artist and also started working at Immaculate Heart of Mary as an Assistant Director of Extended Care. In August 2019, they transitioned to the role of Elementary Art Teacher at Immaculate Heart of Mary.

Roberta Forwood earned a Bachelor of Fine Arts (BFA) degree in Painting from Tyler School of Art. Roberta then pursued a Master of Arts (M.A.) degree in Art Psychotherapy from MCP Hahnemann University between 1997 and 2000.