Easy to undo, nobody notices: let it handle it (archiving newsletters, declining cold pitches)
Easy to undo, but it goes out in your name: have it draft and wait for your yes (client replies, anything that books your time)
Hard to undo: have it bring it straight to you (money, legal, anyone you know personally)
If they check in too often, you've built a very expensive notification system.
As the drafts keep coming back good, things move up a bucket.