Today I needed to resend an email I sent a day before – using Outlook 2011 for Mac. It took a while to compose this email so I got quite scared when I looked at my “Sent Items” folder and the mail wasn’t there.
My situation: I’m using an Exchange mailbox is primary mailbox and have a POP3 account for my university email address. The latter I only use to send emails (as the actual university email address is just a forwarding). If you have a similar setup and problem, read on.
On Outlook for Windows, sending an email through this email address/account, moves the sent email to the main “Sent Items” folder – which at the same time is the “Sent Items” folder for my Exchange mailbox.
Not so on Outlook for Mac. Here we have a separate “Sent Items” folder for POP3 accounts (called “On my computer”). I had this folder disabled since (I thought) I only use my Exchange mailbox. The option hide/show this folder is in the preferences under “General”. (I only have the German version of Outlook, so screenshots are in German only; sorry for that.)
Now the “On my computer” folder showed up in my “Sent Items” folder and there my mails were.

Now, the quest at hand was: How do I get my sent mails into my “Sent Items” Exchange folder. The solution: Create a rule for this.
So, I went to “Settings” –> “Rules” and created a new rule in the “Outgoing” rules section.
Here you create a rule with:
- Condition: Account is YourPop3Account
-
Execute: Move message to “Sent Items (Exchange)”
Leave the rest as it is and hit “OK”. Now try to send an email from your POP3 account and, voilà , the email you just sent should appear in your Exchange’s “Sent Items” folder.