Try stuff. I also used to believe that it's better to be smart than lucky because if you're smart you can out-think the competition. I don't believe that anymore--this is not to say that you should strive for a high level of stupidity. My point is that luck is a big part of many successes, so (a) don't get too bummed out when you see a bozo succeed; and (b) luck favors the people who try stuff, not simply think and analyze. As the Chinese say, "One must wait for a long time with your mouth open before a Peking duck flies in your mouth."
Source: Five most important lessons I've learned as an entrepreneur: http://www.sun.com/solutions/smb/guest.jsp?blog=five_lessons
Work hard, not in grunt work, but in chasing such opportunities and maximizing exposure to them. This makes living in big cities invaluable because you increase the odds of serendipitous encounters--you gain exposure to the envelope of serendipity
Nassim Nicholas Taleb
Source: The Black Swan: The Impact of the Highly Improbable, Pages: 209
Instead of being more organized or controlling in your approach, allow for serendipity. Happy accidents happen when you look side to side or up, not always forward. Don't stop planning. Rather step out of the tunnel. Put yourself in situations that allow for the unexpected. Life is situationally driven. Learning happens in context. Be ready when opportunities arise. The more space you've cleared in your life for something new, the more right things will happen. More or less.
Source: Fast Company Experts Blog: More or Less: http://blog.fastcompany.com/experts/mconner/2007/12/more_or_less.html