If you didn't see Nuvi's screen show pre-boot then you can try to connect with updater.exe at first step.
Power on - Press finger then notice updater.exe not Nuvi.
Example :: Montana won't show "System" on screen just notice updater.exe
Downloaded updater.exe file from link given in thread Thread: How to make a service (cure) firmware for your Garmin unit.
If I try to run the exe I get the message "No update files could be found"
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