One of the nice things about Gmail is their “labs” feature, where Google engineers can add cool experimental features to which users can opt-in. One of the most useful is a feature that alerts you whenever you send an e-mail that mentions an attachment but for which you forgot to actually attach anything.
Along those lines, I propose to Gmail engineers another, even more important feature: “The Inappropriate Love Sign-off Warner.”This feature would warn you if you sign an e-mail with “Love,” (or any of a list of other ways you wouldn’t want to sign an e-mail to your boss).
I can’t count the number of times I’ve sent an e-mail to my wife, and then almost signed the next e-mail (to somebody other than my wife) “Love, J.” And lord knows how many times I actually did it without noticing. Perhaps another potential labs feature would go through your Sent Mail and count how many times.