Entrepreneurs all over the world have a constant age-old fight between the proper balancing of risk and return. This dilemma is made worse when the business concept is new and untested. Trending on choppy waters is not for the faint of heart. Luckily for us, there are mavericks who have paved ways for us. Mark Cuban is an example of such an accomplished entrepreneur; in the fields of technology, sports and media.In this next discourse, we shall examine his business origins, his growing empire and his candid criteria for dipping his heavy wallet for an investment. From selling garbage bags in childhood to owning a successful NBA franchise and funding numerous businesses, we could learn a thing or two from this most talented capitalist.