Perhaps the third issue could be taken care of by having the link say "Trade a damp old boot for a damp old wallet" and have clicking on it simply go to Big Brother's store. That way, if you (naively or otherwise) follow the instructions on the link, you're better off than before -- but it gives you the opportunity to do something else with the boot if you'd like. The keys to making this useful, however, are the first two points, since if you've remembered to use the boot (for whatever) then you won't need a reminder.