Outlook 2011 Mac with Gmail – Sent item sync

Hello. I recently upgraded my hard drive and memory in my MBP 15". I reinstalled Office 2011 due to Outlook issue I had. In addition to an Exchange account, I also use two Gmail accounts. I was able to re-set those up in the fresh Outlook 2011 install, and the Inbox items have properly restored, but I am not finding my "Sent items" from the Gmail accounts. 

Note the Gmail accounts were previously set up in Outlook as POP3 accounts, so that is how I re-set them up here. (I seemed to have some conflicts with IMAP setup previously- wanted all mail to go into 1 inbox). I selected Enable POP for all mail (even mail that's already been downloaded) in the Gmail account settings. Again, I appears that this has refilled my Outlook Inbox correctly, but I still am not finding previously Sent mail from the Gmail account (in the Outlook account).

Am I missing something obvious? or do I need to somehow export the sent items from Gmail and reload them into Outlook? 

Thanks in advance for the help!