Sync - shows files up to date, but files aren't syncing?

I have pretty little green checkmarks everywhere, and when I open Creative Cloud app, it says "All files up to date" but when I save a file from Photoshop or any other application into my Creative Cloud folder on my desktop, it doesn't sync online at all. If I go into the folder that the file in question is in, that one file does not have a checkmark. I have to manually view my assets on the web and drag them from my Creative Cloud Folder into the web based folder. How do I get my syncing kickstarted again?
Mac OS 10.9.5

File Sync Links that may help... all the links I have, since I don't know the cause of your specific problem
-https://forums.adobe.com/community/creative_cloud/host_sync
-http://helpx.adobe.com/creative-cloud/help/sync-settings.html
-http://helpx.adobe.com/creative-cloud/kb/arent-my-files-syncing.html
-Size Limits https://forums.adobe.com/thread/1488242
-sync and email link http://forums.adobe.com/thread/1427516?tstart=0
-Phantom folder problem https://forums.adobe.com/thread/1490445

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Syncing to a "New" Computer or replacing a "crashed" Hard Drive: Apple Support Communities
or
Sync Your iOS Device with a New Computer Without Losing Data - How-To Geek
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That's a video file, correct?
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I believe its a bug.

Sync - shows files up to date, but files aren't syncing?

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