Everyone is different, but I have never planned day to day stops. I typically don't know where I will stop until I am there. I do look ahead a few days because there are places where the spacing of services will dictate a schedule or at least limit choices. Often there is a need to choose between two stops one longer and one shorter that you want in order to wind up in the right place two days down the road.
I do plan endlessly when it comes to my gear list, but never day to day stops. I like to be able to ride a long or a short day on a whim and stop in a place that strikes my fancy or push on if it doesn't. I usually have a semi flexible route plan. That is often an ACA route with the possibility of departing from it here and there.