I used to work for an elderly doctor that had zero computer know how. So I would print his emails and he would write out his replies. I was supposed to forward an email to someone else with a few comments. After I hit send I realize it hadn’t prompt me for a recipient. Looked with dread and sure enough I had replied to the sender instead. Luckily the comments weren’t that bad so my boss was even teasing me the next day.

Ever since them I’ve used a 2 minute delay rule for outgoing emails except if I put my initials with / between them and than it had no delay. Anything important I can double check if I have concerns such as if I have the right person or for those times I forget an attachment.