This paper reflects on multidisciplinary, collaborative engagement projects conducted over the past five years, initiated in 2021 during the global COVID-19 lockdowns. These projects – primarily facilitated between our University’s School of Visual and Performing Arts (VAPA) and Engagement Office – saw collaborations between Graphic Design students, Photography students, faculty members, Engagement Office staff, and community partners. These collaborative engagement projects provided unique challenges and opportunities, allowing for the emergence of meaningful lessons in response to the question “how are we designing for engagement through collaborative, dialogical, or multidisciplinary approaches to design education, practice, and community building?”