You are correct about the Seed Send 20/20 not having a Advance Setup button, however, to get the RX Planned jobs those should be exported as an ArcView Shape file directly to the USB Drive (not in any folder). My understanding would be that the polygon shape files would not have Grid cells, and are displayed only from the monitor itself. The Write Job Data for the 20/20 only sends the Resource Lists.
With the John Deere data, most export the Planned VRA Job from FW as ArcView Shape files into a folder on USB called RX. Because those files are saved in an RX folder they either just open or transferred somehow over to the GS3 or GS2 system. Sorry I do not have that console for testing. This also eliminates the problem that the GS3_2630 or the RCD folder from GS2 that FW would create from the Write Job Data process, do not overwrite the pre-existing data on the consoles.