Cool! It would definitely be nicer to be able to set it to automatic mode and when you go out and start the car, it "sees" new music and switches to let you know it is syncing. Right now, automatic mode is not really useful in any way. As if it is set to 1 minute, every single minute while RR is running, it switches to the sync screen :)
My thinking is is it a very small change to the plugin. Just put the screen switching lines of code into the "copying files" section. This way it will only be switched to when files are actually being copied.
Or possibly even easier, change the line that switches to the plugin screen to:
If $rrupd8_PATH$ <> "" then RRUpd8
This way, when the rrupd8 label is propagated with something, it means it is copying files..... From looking at the label, when nothing is being copied, the label is empty / = ""
On another note, I am not sure how you are coping the files internally... But when I have been testing, it locks some of the copied files as being "in use". Thus I can not delete them to do more testing. This not only means testing problems, but if this happens in the car, you may not be able to edit tags in the files, embed album art ect, as the file is seen as being "in use". It's also never really a good idea to leave a file in an "open state".
If I close RR, I can then delete the files that were copied, as the DLL shuts down, and no longer has them "open".