Maddison grew up in Owen Sound before she attended the University of Guelph, where she received a Bachelor of Arts in Criminal Justice and Public Policy. Maddison went on to study law at the University of Windsor and graduated with a Juris Doctor in 2022.
During her time at the University of Windsor, Maddison served as a Peer Mentor, and Executive Member of the Disability Student Law Society. She was a top oralist at the G. Mennen Williams Moot. Maddison also enjoyed spending her time as a teaching assistant in the Indigenous Legal Orders course.
Maddison joined Harris Law in 2021 as a summer student and went on to complete her articles with the firm. In her spare time, Maddison likes to cook, watch golf and spend time with family and friends.