In this study, we analyze the contracts between districts and vendors of instructional services and products to understand how relationships between these parties are structured. We compare three types of contracts: those developed with the support of SEF’s Outcomes-Based Contracting (OBC) Cohort program, those between the same districts and other vendors without SEF support, and those involving the same vendors but with other districts that did not receive SEF assistance. During the cohort experience, participating districts received guidance from SEF’s Center for Outcomes-Based Contracting. The total cost of hosting each district in the cohort was $30,000, of which districts contributed $15,000, with the remaining expenses covered by SEF through philanthropic funding. We use the emerging OBC framework as a baseline to understand the extent to which traditional district–vendor contracts already incorporate elements of the OBC approach and other information pertinent to vendor quality and alignment.