Sunspark,
I am not sure how you have it setup to play Welcome to Message Center, but I just tested it on the system I am working on and I get the Call Director Message every time I route calls to the phantom that is Call Rerouted Always to it.
I think this may come down to a fundamental difference in how systems are setup, but since I hardly know the 3300 and/or NuPoint I can't be that confident with that answer.
Thanks,
TE