No mate it only starts from the install date
you would probably be better off getting a custom add-on made for your item, if you are selling lots of them and constantly then a add-on would make sense, with a add-on the items can do nearly anything you wanted when redeemed, for example I have made add-ons what adds data to another database when redeemed, one what will pop up and ask the members for information to manually post a item to them with a address field etc, items what will start a download of a file when redeemed and so on, it's limitless basically if using custom add-ons, if your interested send me a PM and we can talk more