The number of times address has been requested means exactly that...the address has been requested x number of times. That does NOT mean they will have that many people sending to them, however. For some reason, there are those who request then don't follow through. Or they may request an address of someone who happens to need an item the supporter has plenty of, and they only intend to send one package then drop that contact. So don't let the numbers lull you into thinking a particular group has lots of support, because maybe they don't at all.
The info is updated as often as the contact sends an update to the site. Some update quite frequently, others very rarely. The contacts get a notice from the AnySoldier staff when they have gone 50 days without updating, and a notice is posted on their profile that they haven't been heard from in 50 days. When 60 days have passed with no update, they are moved to the "old contacts file," and we are asked not to send anything further to that group. If you have a contact that has been dropped, but you have been hearing from them all along, you do NOT have to stop sending to them. Only the ones you haven't heard from should be dropped when they move into old contacts.
The answers to a lot of questions are under the "FAQ" tab; check the "How to Send," and "What to Send" tabs, also. You may also find the answers to a lot of your questions by reading the Forums. There's a lot of helpful information posted, and any number of Support Junkies willing to answer any questions you have that you can't find the answer to here.
I cannot do everything. I accept that. Not being able to do everything is no excuse for doing nothing. ~ Helen Keller