I think whoever draws for the secret Santa should email only the address of your "secret" recipient. That way its not so easy to just look at where the package comes from.
The other problem I see here is crossing the border. To send anything to Canada we have to put our name on it, and EXACTLY what is inside it. Might want to keep 2 groups so you don't have to deal with customs, and to keep shipping cost down.
Not sure if TJ and I would be game to play, but if we don't you know we would be game for helping arrange things for y'all.