Being someone who has the odd combination of seeing problems everywhere and yet willing to take risks, it was great for me to do so and break out of my cycle/neighbourhood/city and do things nobody in my family (and extended family) bothered to do. Some things spectacularly failed and left scars that will last a lifetime but taking those risks brought me to places/experiences and gave me a life radically different from my peers in my school/family/background. Its not radical as in taking war time photos as a profession and volunteering for UN between projects, but, sufficiently different from what most people back home are doing.
The trick is to take risks that you have thought about and are convinced about; so even when they don't work out, you are not cursing yourself that you did something you were not 100% willing to do.