Participating in a demanding professional life while maintaining healthy engagement in non-work roles can be overwhelming, frustrating, and riddled with guilt. It can also be a source of joy, inspiration, and creativity. This session explored how multiple demanding roles can be mutually beneficial, helping us improve our creativity, rest, and happiness. Using tools from the therapy room as well as behavioral science, attendees learned how they can actively enhance their well-being while maintaining a foothold in multiple demanding roles.