If I were you, I would take it off before you pick up your rig, especially if it is not a low profile model. Then go to a parking lot where you can do a 90-degree turn with your current set up and see how much clearance you have and if it is enough. I wouldn't want to find out on the way home that I don't have enough.
Measure the box height and depth before you take it off so you already how much you need.
I now have a long bed with a low profile box, but when I had my prior short bed I did not have a box for clearance reasons but that was my particular set up with a fixed Andersen hitch.