Widespread concerns regarding classroom safe spaces and trigger warnings have generated much media attention. This collection of materials from an APCS conference workshop on the topic reflects an attempt by scholars in the clinical community to understand and manage the often affectively charged divisions that are generated by such discussions. Our experience suggests that significant additional time is needed to work though conflicts while social bonds are maintained, even in the presence of emotional pain. Even for experienced clinicians, this material suggests, the containment of divisive encounters remains a challenge.