I was once working on an multiple company acquisition and because of the nature of the deal, each entity that was being acquired had a colour codename to avoid accidentally mentioning the wrong name and buggering up the deal.
I had an “asset schedule” that I needed to send out in relation to the company named “Black” , so I just scanned it in and then emailed it out.
Problem was, our old scanner used to shorten whatever file name you entered.
So instead of “Black Asset Schedule”, I sent out an email with an attachment titled “Black_Ass” to about 5 banks and a load of lawyers, prompting a flurry of “what on earth did you just send me?! I’m not opening that”
Apparently a few were quarantined. 😳