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64th Toronto Outdoor Art Fair

July 11 – 13, 2025

Jessica J. Watson

City
Burlington
Booth
Nathan Phillips Square
Booth 320

Jessica J Watson is an acrylic painter driven by a deep curiosity about how and why things work—people, systems and the strange forces that shape us. A second-career artist, she graduated with honours from Sheridan College’s Visual and Creative Arts program.
Growing up on Burlington Beach, under high-voltage power lines, perhaps provided the spark for her lifelong fascination with contrasts, perception, and the quiet weirdness of being human.
Facial expressions are at the heart of her inquiry. A smile, frown, raised eyebrow; each carry a weight shaped by culture, relationships, personal experience, both intimate and abstract, universally recognisable and deeply subjective.
Jessica uses 4 and 5-colour theorems, and dynamic symmetry principles to build a complex of faces—people as they feel, not just as they look. Distorting reality enough to see your own emotions and see us all: flawed but lovable, disconnected but deeply entangled, searching for something real in a world made of illusion.

Funders & Sponsors

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