Here I’ll show you how I maintain an iPad cart. It has 23 iPads in it. At one point I had them setup using only Apple Configurator as Apple suggests but I have found that after having to borrow iPads from the cart for other reasons and replacing them with iPads that were not originally part of the cart and the terrible way Configurator handles app licenses, I had to start using a combination of iTunes and Configurator. iTunes to load the software and Configurator to name them. Normally, you would only use Apple Configurator and install the app through it using a spreadsheet downloaded from your VPP account. See my post, VPP Apple Configurator & Multiple Carts or Locations | SchooliPads.
NOTE: I‘m using a Mac with iTunes 11.0.2 and Configurator 1.2.1. This process should work for Windows but without Configurator, the fast wipe and naming of the iPads will have to be done individually.
This seems complicated the first time but after you do it once or twice it kinda makes sense, so here we go.