Should I or shouldnt I

I'm at a point in my life in which the situation I'm in reminds me of the famous poem by Robert Frost, "The Road Not Taken". I have two choices right now, I can either take the one less traveled and go big or go home. Which the end result can be be great and make all the difference. My life would be made and I would be very content and a happy man. But until I succeed I will be bet against by virtually everyone and everything. Or I can take the more Popular road and just forget about it, put my feelings aside and base all my actions upon societal correct decisions. Again in the long run I can be content and find what I want but I will be spending a lot of my time asking my self "what if ?". As they say big risk equals big reward, but along with that comes the key word being "risk". It would be a huge risk that could back fire in my face and change what is already working. Also everything is going great right now I enjoy where I'm at, but I want more. There is another saying often used in football jargon, "Don't fix what isn't broke". So I have much thinking ahead of me, but I feel as if time is running low and I need to act fast before it is too late. Also as the great Forest Gump would say "Life is like a box of chocolates, you never know what your going to get." I couldn't agree more with that saying! You can't control what happens, you can can put your self in a position to direct your destiny in the way that you want but it never quite goes how you want it to. One cant control feelings or emotions, the past, present or future. So as I sit here and try to direct my self in the position for success, I can only hope everything I want falls into place.