What are they rolling unquestioned? Genuine question. I've had players roll unasked because they wanted to see if their character would do X or Y but that's not mechanical. That's them letting dice handle something they can't puzzle through in real time.

As for feats, rerolls, and their analogs in other systems, those are things for the character to decide to use. Most of those rolls, in most systems, are 'may' actions, which means the decision lies with the character. You wouldn't decide things for them, even if it seems obviously 'better' in your head for them to do it. You just let them avoid thinking about the numbers. You can even use software so you don't have to do the math. The point is just to move away from the distraction of the numbers.