Unless Hotmail is still silently deleting automated messages - it used to do that years ago, much to the annoyance of a place I previously worked for. Clients would complain that their booking confirmations would never arrive.
Hotmail is not usable for production. It is as unreliable as most Microsoft stuff. Recently I sent a couple of messages about a network configuration problem to a user on the Dutch hamnet, and later he claimed he never got them. But my own outgoing mailserver has the logs of the delivery to the hotmail MX and accepted status.
Rob