Just as I was reading this I had a colleague walking up and asking why a customer isn't getting his automatically generated emails.
Me: Where are they being sent?
Him: Hotmail, his Blackberry and his company address. He's checked his junk folders.
Me: Um, we store only one address. Anyhow, are you getting bounced emails
Him: I don't know
Me: Well check first. As far as I can see they are being sent successfully. And we can't do anything about his forwarders (And who the hell uses hotmail for business)
My problems aren't usually with the infrastructure, they're with the lumps of flesh at either end!