It's a bug. I think sync is flaky at the moment.
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Thanks for the feedback, we have identified this a bug. And we will fix this in future releases.
As a workaround, kill the LR Application and then restart the application the pending files will be uploaded.
Let me know if this works for you.
Thanks Deepak, that's what I have to do.
Thanks for the reply, you are right! A bug!