This tip came out recently. I think you'll like it, if you're an Apple Mail user. (if you're not, then ask your developer of choice to do something similar for your client)
Plugin to scan for missing attachments
Here's the idea. The plugin looks through your outgoing mail for messages that refer to "attachment" or "attachments" or other similar things. If it finds such a message that does *NOT* have anything attached, it pops up a warning. The idea is that if you forget to attach something to a message and you meant to, it'll keep from delivering the message until you fix the problem.
It's a very clever idea.
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