Your entitlements are what goes along with the numbers on your room key. Sometimes guests check-in with the dining plan and their tickets already attached to their room keys. More or less entitlements is just a fancy word for tickets. You will be checking in with "empty entitlements" which means that you have seperate tickets that are not attached to the room key. Once they swipe your current tickets onto your room keys you will now have entitlements on them. It really is a good idea to do this, because if they tickets are tied to the room key they are way easier to replace than if you had a separate ticket.
P.S. I actually did the Disney College Program from Jan 06-Jan 07, I worked on the jungle cruise during that time. Afterward I went full time and transferred to concierge (my signature needs some updating). I had the best time of my life on that program; it wasn't always fun, but I highly recommend it.