A mate who was working for a company that totally wasn't British and had nothing to do with Petroleum in the mid-1990's told me of a email from a fellow worker in Venezuela that took down their systems for a day and a half. Apparently it was meant to go only to his office and let everyone know he was moving house and had some spare furniture. Instead it went worldwide and even in those days the company was big enough to have a lot of people on email, but not robust enough to cope with that much email at once.
I on the other hand accidentally sent out a sales promo in CC rather than BCC which was not a popular move. Only found out after people started to complain too.