Leonard built Constellation Software into one of the most valuable Canadian companies by obsessively managing surface area. Constellation acquires hundreds of vertical-market software companies, giving it enormous market surface area — exposure to thousands of customer segments across dozens of industries. But Leonard constrains organizational surface area through radical decentralization: each acquired company operates autonomously, limiting the complexity that typically accompanies sprawling conglomerates. The insight is that you can have high commercial surface area (many markets, many customers) without high organizational surface area (centralized coordination, shared systems) if the architecture is designed correctly. Founders expanding into multiple markets should ask whether their organizational structure can handle the surface area their strategy demands.