Now I have to figure out how to get the contents of a 2 TB boot drive onto this 500 GB drive. I’ve had no problems going from a smaller drive to a larger one, but this is the first time in going the other direction. I guess it’s going to involve a lot of backing up and repartitioning.

I usually use a hardware device to clone between drives (when the new one is larger), or on the Mac I use Carbon Copy Cloner and select only what I need. Can I use CCC on the Mac to duplicate a Windows partition? Or is there a Windows equivalent to CCC?