Can you try doing the same things on a real PC, not a virtual machine? USB emulation is not always perfect.
If you are afraid of viruses in GarminCure3.exe then clear the GarminCure3-TEMP folder, make the CURE firmware, press "Updater.exe", and then use the only RGN file present in the only subfolder of the GarminCure3-TEMP.
You can easily download updater.exe somewhere else.
Then copy the RGN and the updater.exe to some folder on your real PC and flash the RGN by running updater.exe (you would probably need to run it "as Administartor").



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