It's always an iterative process. You learn while performing! The best is just another iteration in all of the other iterations you perform. It is just an event, which will happen, if you're active!
Take bold bets, that’s what they say! When you try new things, take bold decisions, those are experiments. The thing about an experiment is that you don’t know ahead of time if they are gonna work.
This boring article is an excerpt from my not that boring book talk on Becoming Steve Jobs, given while I was working in TCS.
Making a successful decision is precisely, to choose and to believe that it all work out Great.
Does it work in every aspect of life?