Trouble uploading. It works the 1st time, but the 2nd time it freezes my computer and must reboot.

[SunQueen Ginsberg]

This is consistantly happening in both SL viewer and FS. If I upload a file it usually works the first time, but the second time it freezes my computer and I have to reboot. I've removed Skylight so that isn't the issue. This has been going on for weeks. Very frustrating.

[Chic Aeon]

iCloud also inhibits the upload after the first time. I just heard from a JIRA helper. While that was not "my" issue it might be yours.  If that isn't it, then opening up a JIRA might be a good plan. There are plenty of upload issues, but your sounds very much like the Skylight - iCloud one. Good luck.