2019 Jury
- Michelle Jacques, Chief Curator at the Art Gallery of Greater Victoria
- Al Miner, Founding Director/Chief Curator of the Georgetown University Art Galleries
- Ryan Rice, Kanien’kehá:ka of Kahnawake, Associate Dean, Ontario College of Art and Design (OCAD) University
2018 Jury
- Srimoyee Mitra, Director of Stamps Gallery, Stamps School of Art and Design (Ann Arbor, Michigan)
- Lisa Steele, Artistic Director of VTape and Professor, University of Toronto John H. Daniels Faculty of Architecture, Landscape, and Design
- Andrew Hunter, Senior Curator, Art Gallery of Guelph
2017 Jury
- Nancy Campbell, Independent curator and writer on contemporary and Inuit art (Toronto)
- Natasha Chaykowski, 2014 Middlebrook Prize Recipient (with Alison Cooley), Director, Untitled Art Society (Calgary)
- Rhéanne Chartrand, Aboriginal Curatorial Resident, McMaster Museum of Art (Hamilton)
2016 Jury
- Melissa Bennett, Curator of Contemporary Art, Art Galley of Hamilton
- Robert Enright, Research Professor in Art Theory and Criticism, University of Guelph, and Senior Contributing Editor, Border Crossings
- Alison Cooley, 2014 Middlebrook Prize Recipient (with Natasha Chaykowski)
- Chair: Dawn Owen, Acting Director/Curator of Contemporary Art, Art Gallery of Guelph
2015 Jury
- Katherine Dennis, Inaugural Middlebrook Prize Recipient (2013)
- Dawn Owen, Acting Director/Curator, Art Gallery of Guelph
- Jennifer Rudder, Associate Professor of Curatorial Studies, OCAD
2014 Jury
- Chair: John Kissick, Director School of Fine Art & Music, University of Guelph
- David Balzer, Canadian Art magazine
- Erin Rutherford, Art Registration Consultant, Toronto
- Mentor: Shirley Madill, Executive Director, Kitchener-Waterloo Art Gallery
2013 Jury
- Chair: John Kissick, Director School of Fine Art & Music, University of Guelph
- Joanne Harder, Artist, Elora Centre for the Arts
- Ivan Jurakic, Curator, University of Waterloo Art Gallery
- Crystal Mowry, Curator, Kitchener-Waterloo Art Gallery
