I wish APPLE would answer this know issue - I'm experiencing the same thing too. There is a Folder on my Desktop too that says "waiting to upload" --according to what I have read here on this topic, it has been a known issue for months and Apple does not seem to be willing to address it. Seems also that it could be a Google Chrome/Drive compatibility conflict. Getting tired of all these different platforms not playing nice with each other -- is it not us, the CONSUMER, who have already paid in one way or another for these so-called services? Very frustrating!