For most of the messages that I send, I’d prefer to keep a copy in my Sent Items which is also the understandable default in Outlook.

However, in some cases, I find it not really necessary keep a copy. For instance, when resending or forwarding a message or when a message only contains a (larger) attachment.

For these instances, would it be possible to have Outlook prompt me whether I want to save a copy of the message?