I would suggest adding NickelMenu and adding USB Connect to it's menu. I've placed a sample config file in the spoiler below and attached it as well. Just copy the file config (no file extension) inside the .zip file to the /.adds/nm directory on your Kobo after installing NickelMenu. After safely ejecting, you should be able to use USB Connect to reconnect to your computer without needing to unplug/plug.
As for PDFs? I just copy them to my Kobo from my calibre library. If you are not using calibre, just create a directory in the root of your Kobo's exposed storage and store the PDFs there. The only reason for the directory is that the root of a FAT32 partition has a limited number of directory entries and long filenames chew up that number like it was popcorn.