Outlook 2013 Not syncing my old emails :(

Hello all,
I recently changed over to gmail and I have created an IMAP connection, however I have some old emails from my old pop3 account that I wanted to sync up to gmail.

From all posts I've read all I need to do is create a new folder in outlook, which will create a folder in gmail, which it did, and then paste my old email into the folder, I have about 100 plus emails in that folder, and only 3 were uploaded.

Any advice or suggestions are welcome.

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