This document provides guidance for holding difficult informal conversations with staff. It recommends [1] preparing for the conversation by asking key questions and practicing what will be discussed. [2] When having the conversation, acknowledge any emotions and keep focused on the purpose while suggesting open-ended ways to begin. [3] Work toward a successful outcome by listening without judgment, repeating back the other perspective, advocating for your own position respectfully, and finding areas of agreement or identifying next steps if no consensus is reached.