I think you and I have different Wilson bags, but this is how I use mine:
Since the top, central compartment is the easiest to get to, I keep my Douglas, Diamond Featherweight LGs, and Diamond mask there.
Plate shoes in the sealed shoe section, and hats, accessories, and base shoes in the zippered section on the opposite end of the bag. Numbers and patches are tucked inside the hidden velcro pocket.
Since I barely need the bottom compartment, and I those zippers are difficult to work with, I keep misc junk in there, like extra undergarments and accessories, socks, rulebooks, sunscreen, and other papers. It truly is a waste of space, but I like to travel as light as possible because I never like to keep this bag in my car overnight. I used to keep my shirts folded in there too, but nowadays I just take the shirts out of my closet on my way out, and hang them in the car. Getting in and out of that part of the bag can be frustrating.
My bag never came with dividers but I see no use for them.
I don't like the mobility of this bag. It doesn't stand on its end, the nylon handles are not comfortable, and the bag can tip-over if you accidentally drop from a curb or step at an angle. This bag is also bulky, has an inflexible base, and in my opinion, better suited to simply camp in your trunk all season long.