I find it interesting that most of us seem to have the same issue. In my case I use a Max with an IPad. We all have movies in the GoProApp which we do not have on the camera sdcard any more or (in my case) we have rendered them in the App whilst not being connected to the net (I was on a plane). These movies do not get uploaded. I just recognised that the upload worked in the beginning without any problems. So Max connected, movies uploaded into app from camera then, when connected to WiFI files were uploaded - all fine. Then I worked offline on movies which were in the App and rendered these movies. They were safed as new files in the GoProApp. All these new movies were then not uploaded into the Cloud after I reconnected to the Wifi. As I am now at home I started again on the Ipdad to work on existing movies (now with WiFi connection) and after rendering them they were immediately stored in the cloud.
My conclusion: whenever you open or work on movies before they are uploaded in the cloud, they do not get uploaded anymore. I tried already everything: restarted auto-upload, closed app, disconnected from the account and everything else that has been described but it did not force the upload of these existing files into the cloud - which is I have to admit - really annoying. The only way seems to be to drag the files into the gallery app of the iphone and then upload it into the PC and from there back into the cloud. I think we all agree that this is not really a solution - it is in a best case a workaround. Jochen
