When you sit back and wait until you are perfectly prepared for an opportunity, it passes you by. What highly productive and successful people do is spend as little time as possible at the edge of opportunities, agonizing whether or not to move forward.
Instead, they jump in with both feet and sink or swim quickly. After lots of real-world experience, they fine tune their understanding of the types of opportunities that will most likely be a success and the kinds of situations that will best utilize their talents.
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