Average planners are the best at planning; let me explain. If you're too good of a planner, you're really no good at all. Thinking ahead optimistically (innocently, fragmentedly) is far more effective, measured in pure productivity, than thinking ahead holistically. Why? Because for every plan, there is an equal but opposite contingency plan. If you're able to think through every possible thing, you are likely also able to talk yourself out of anything—up to and including beginning your own life journey!
We need the clouds, my friends! Sometimes the sun shines in too many directions, and we find ourselves wondering why it can't be more discerning in what it chooses to illuminate. If I could but put the sun on a one-way trail, ah! But alas, there's no better way to begin a journey than in moderate fog. Really, there's only one way to get going: you have to set out before all the possibilities have set in.