In this paper, we propose a model for cultivating trust through academic development programming involving Universal Design for Learning (UDL). A scaffolded design called 5R (Relevance, Reposition, Relationships, Reciprocity, and Reallocate) of academic development is described as it relates to the role of starting conversations and the eventual development of a Community of Practice for UDL. By centering trust, this scaffolded approach allows academic developers to build meaningful relationships for peer learning that advance inclusive teaching through UDL not only in individual teaching practices but also in collective conversations with wider institutional impact. This model for academic development works towards growing faculty ownership and agency in the development of a campus ecology of UDL.