I was thinking that a "coach" might help him out, if he is comfortable and agreeable with this approach.  I learned that when we had our first baby you don't ask the baby what they want.  You ask them if they want the apple juice or the red juice for lunch.  In the case of a new player that over-thinks the game, if he is comfortable with someone helping out, that person might come up with an idea and ask him what he wants to do.  If he doesn't have an immediate plan, then throw your idea out and see if he says, "Yea, I'll do that."  If you can give him two good choices, instead of giving him unlimited choices, he should make a decision in less time.  But all this works only if he wants to give it a try.

Or it could be as simple as asking him, what do you want to do?  I want to do this.  Yea, that sounds good. - reinforcement might get him to commit and move the game along.

Good luck.