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@feld @Moon This discussion the other week led me to learning how to do this in Outlook and it saved me trouble multiple times per week in the weeks that followed.

My Outlook at work is now waiting one minute in the outbox before sending something I told it to send. Saves me from mostly "oops forgot to add/remove people in Cc", but also from "oops that was *that* email that was only half-written because I was on a side quest".