Google Drive, Dropbox, or Onedrive access is just to download files from there. So if you want to upload something out of the RM2, you should send it by email or using the desktop app (and web acces) when synchronized.
The connection is vía wifi and there is a way to do it by usb wire and a terminal like acces.
I wouldn't write standing up, because I'm a little clumsy so I think my tablet would fall from my hands and break easily