Some of the challenges confronting sports entrepreneurship emanates from governance issues, stakeholders conflicting interests, source of entrepreneurship in sports especially in contexts where government with its inefficient bureaucracy is providing major funding, political interference with sports entrepreneurship as is the case with the present NFL debate in the US, how far will profit which is the reward for entrepreneurship be emphasized in sports, international politics in sports entrepreneurship as with the likely threat of North Korea and the next Winter Olympics in South Korea among many other contending challenges. But in the midst of all these, these challenges will combine to strengthen the emergence of stronger sports entrepreneurship. This will be consistent with the strategic orientation of entrepreneurial emergence which portends that entrepreneurship is defined and fashioned by ability of entrepreneurs to record success in the Face of obstacles.