Are you using Internet Explorer for the uploads? IE has a 4GB limit for uploads (see File Upload and Download Limits).
Please see whether you can successfully upload large files using another browser.
That worked. I used the current version of FireFox with the current Java plugin & now everything works fine. It would have been nice if the VMware documentation had mentioned that. :-)
Content Library operations do seem a little flaky though - long delays & the progress bar doesn't update during the uploads, but suddenly does
Amazing that even two years later this is still occurring. I experienced the same problem attempting to upload a large (> 4GB) iso file to our VMware 6.7u2 content library using Microsoft Edge browser. I ended up having to use Google Chrome in order to get it to upload successfully. Thanks for the post.