I tested this out with my setup, and I do believe you are right about the first item being the one you keep if skulled. I guess maybe there needs to be a better way implementing this. Maybe make a square around the first object. Anyways, thank you @Wizzy for the great feedback.
No problem, would actually be useful if they made it so when you were skulled the items kept interface bit would change only showing 1 item and mentioning that you need to protect item to keep it.