FOSS4G conferences have helped generate interest in, and adoption of free and open source geospatial tools. Whether it is the business-to-business conference events, or the support of commercial organizations sponsoring FOSS4G conferences, it is clear that commercial interests and open source communities intersect in a variety of ways. This talk aims to describe several of the different paths that commercial organizations take to leverage free and open technologies for business success. The following three real world examples will illustrate these paths: Very small organizations providing FOSS4G consulting and training services Product companies including FOSS4G tools in powering niche products Platform companies that have built their platforms upon open source frameworks The case study examples will include further details including how my current employer utilizes open source technology. Finally, the talk will speculate on why large, commercial companies such as Google, routinely open source their own technologies such as Kubernetes and other geospatial examples. This presentation looks plainly at the business aspects of the FOSS4G ecosystem. In short, how does free and open source software for geospatial help cultivate business success and sustain livelihoods?