This companion guide translates the research Philanthropy in Complex, Multigenerational Families into practical tools for philanthropic families. It addresses how families navigate “the tension between individual and collective purpose,” especially during periods of generational transition. The publication provides “common language to name the issues families are facing” and offers assessments and structured exercises to support decision-making. Aimed at family members, board members, staff, and advisors, the guide strengthens governance, alignment, and collaborative practices in family philanthropy.