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Garmin 51 Update Stuck on 'Restart'

Hello,

I am trying to update my Garmin 51 device through a Mac through Garmin Express. First step goes well, it downloads the software and then gets stuck at the 'Restart' step. It asks me to unplug the device and connect it back, which I did. However, it does not proceed to the next 'Prepare' step. Can someone tell me how I go about troubleshooting this?