In the District of Columbia, Baltimore, and most urban settings, courtrooms and jails are filled with Black men and women. Entering these spaces, issues of race become more than a statistic. They remind students that the legal system uses race as a threat measure. Reducing threat measures is multilayered, but empathy can serve as one tool to shift adjudicators’ perspectives of our clients. Accordingly, building empathy is a core lawyering skill and is embedded in most clinics and externship seminars. We challenge students to draft compelling narratives because narratives foster empathy, but are we also teaching adjudicators and adverse parties to see our clients differently—before we appear in court and file the first pleading? How do we show our students what empathy looks like beyond the seminar and put them in situations that allow students to see the world a bit differently? How do we put our adversaries and unlikely allies in positions to see our clients outside of the memes they have created? This panel seeks to expand teaching empathy beyond the seminar classroom. Using an empathy map as an opening exercise, the discussion will explore the key components of empathy that aid student learning. We will outline how we connect these principles to seemingly, nonlegal encounters with clients and other stakeholders. Topics will also include the value of embedding clinic seminars in local jails and community-based programs. We will also share examples of our partnerships, in some instances, with unlikely allies and in unlikely spaces. This exploration includes how to create experiential and clinic opportunities in jails where you bring value to detainees, students, and other partners in addressing the duplicitous legal system.