In this chapter, the authors review some of their interviewees’ stories of how they started and from this deduce: the six self-determined and circumstantial catalysts that caused our interviewees to take the entrepreneurial leap, and when is the best age to start. The distinction between entrepreneurial family role models and supportive role models is significant in that many of authors interviewees had supportive family role models that were not entrepreneurial. Many of their interviewees talked about their desire to leave the more male-dominated corporate world to create a more female-friendly working environment. A number of women talked about the male bias in the corporate world being a key reason why they decided to do their own thing, illustrating the huge talent loss that corporates are facing by not being more female-friendly. An angel network builds relationships between angel investors and between investors and entrepreneurs.