So I've since decided to give up using GMail with Outlook, unless someone can answer this little question..
I know that labels and folders are relatively incompatible sorting systems, so that won't sync up in Outlook.
I've gotten Outlook to get stuff off the GMail server effectively, and to send emails now; however, when I send it in Outlook, it goes under my Outlook's sent folder. Then, when I open Chrome and login to GMail, it doesn't register as a new conversation, or appear in the sent folder. So, what I'm getting is inconsistency between my outgoing messages in Outlook and my outgoing messages in GMail viewed through Chrome.
Is there any way to resolve this, or is that just the way the game works with these two systems?