What I meant was the line I prefaced this statement with: "However, I think most sane entrepreneurs (heh) usually have some background and expertise that will i

What I meant was the line I prefaced this statement with: "However, I think most sane entrepreneurs (heh) usually have some background and expertise that will increase their chances of success in their venture." When I think of "measured risk", I think of investing. Any kind, whether it's buying stocks or VCs investing money in your company. Both actions carry some risk.. much like becoming an entrepreneur carries risk. But in any of these situations you can do some sort of due diligence whether it's knowing the fundamentals of a stock and knowledge of a sector (when buying a stock), looking at metrics/product and understanding an industry (VCs) or having experience and knowledge of a certain sector and having the domain expertise to accomplish your goals (entrepreneurship).