To Go For The Dream or To Settle For The Habit

It's not really a question, more of a decision. My friend told me to go for both, I have nothing to lose if I go for both. But really, I think I have to decide which one to take and which one to "leave".

One is a habit, for me, choosing this would mean settling, meaning I am accepting the fact that I can not get my dream. But going for the dream would mean risking getting hurt. What to do?? hehehe...