Previous research has indicated that social capital and social effectiveness may have positive influences on entrepreneurial venture success. While the concept of social capital has been a popular topic in research fields, including both social science and economics, few empirical studies have considered the effect of both social capital and social effectiveness in conjunction with the success of ventures created by entrepreneurs. The Young Presidents' Organization (YPO) is a worldwide organization created in 1950 to provide education and support for executives who found themselves in leadership positions with few peers. Today that organization has grown to over 18,000 members. This study surveyed the members of YPO and examined their social capital structure and their social effectiveness utilizing the Political Skills Inventory instrument, and compared both variables with various levels of success metrics.