Drawing from the literature strands of philanthropy, business, and history, this work explores the business, prosocial, and political activities of a prominent family in the Scotch whisky industry, with specific emphasis on two brothers’ philanthropy and its impact on a place—the city of Perth, Scotland. In our analysis, we tell the story of the second-generation owners of Dewar’s Scotch whisky company, brothers John Alexander and Tommy Dewar, and their journey of prosocial place-based service and giving. Consistent throughout are the themes of global success, family, local and national networks, and regional embeddedness, alongside the role of formal and informal giving. We offer an analysis of the prosocial activities that represent unexplored dimensions of business success, placing them in both spatial and temporal contexts. Within this is the story of a multigenerational family business’s international growth and success.