Dude, I have a real problem with this. I think it's part of something like "obsessive compulsive personality disorder" (which is different from "obsessive compulsive disorder"). I always seem to be too undecided, too much of a perfectionist, I obsess over stuff for ages, I'm never satisfied, I worry about every choice and every possible outcome...
Just think that I guess it took me at least an hour to choose my username here, find a decent avatar, think of something to write on my profile... It's always the same worry: is there something better? Will I regret this?
It is a real problem for me, because I can waste lots of time, hours for nothing.