I'm also unable to upload a file from the remote machine.
Once I drill down to the file, RA does not actually select/open the file. The dialog box stays open for me to keep drilling down even though there's nowhere else to go.
BUG REPORT: Also, if the Desktop, Documents folder, etc. have been moved, RA does not find the path. Mine have been moved to a "Data" folder for easier syncing between desktop and notebook.
You get the standard dialog box:
UPDATE: Rebooted the remote machine and I was able to do file transfers.