“With some 55 billion e-mails being sent daily (not including spam), according to e-mail archiving company The Radicati Group, misdirected e-mails have become the online equivalent of a wrong number. They’re unavoidable, annoying — and often embarrassing.”
There are a few tips for avoiding the problem, but they miss the easiest and most effective way to mitigate the issue – use technology to delay sending. See my earlier post on setting up Outlook to hold messages in the Outbox for a minute or two before pushing them out into the world. This continues to be a lifesaver.
BTW, Gmail Labs tackles a similar problem in a way that is either brilliant or really dumb depending on how much drinking and mailing you are prone to do.