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Stuck on trying to update Edge 1000 to 15.50

I'm running the latest Garmin Express 7.1.0.0 on Windows 10, and am trying to install the new 15.50 firmware for the Edge 1000. Garmin Express becomes stuck on:

Step 1 of 1: Preparing Device for Software Update. This may take a minute...

It never goes on to the next step. It's stuck forever. Rebooting doesn't help. What is going on?

I also tried to check for updates on the Edge 1000 itself, and it gets stuck on the checking...