Can evaluation help chip away at the seemingly intractable challenges of engaging hard-to-reach populations and aligning fragmented services? We believe it can. This panel will explore how evaluation informs both program design and funding approaches that target disconnected Transitional Age Youth (TAY). In recent years, TAY have emerged as a developmentally distinct population that merit their own system of services outside of the general youth or adult populations. This increased recognition of the unique needs of TAY—along with dedicated programs and resources—creates new opportunities for evaluators to contribute to the growing knowledge base about how to engage and structure services for this hard-to-reach population. In this session, we will share three perspectives on how evaluation processes and findings are being used to inform strategies for engaging TAY and to foster greater collaboration among providers, highlighting lessons that can be applied to other hard-to-reach populations.