Please, how did you resolve issue with "Please connect the USB device 1 to start the update."? Must say that Connected Drive support in Switzerland is useless and clueless.
Please, how did you resolve issue with "Please connect the USB device 1 to start the update."? Copy the entire contents of USB1 to the root of the USB stick, should only be the following: pkgdb (directory) Once uploaded to the car, the car will ask for USB2.
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Delete both the and pkgdb from the root or move them back into USB1 directory.
Repeat the same steps with USB2, moving its contents to the root, upload to car, remove contents from root when finished or place back into USB2... All 3 USB directories will contain the same file names (& pkgdb), but they all contain different information.