Garmin Express Errors

For the last 4-5 days, I have been getting this in Garmin Express, when my Edge 1030 device is plugged into my Windows laptop. It sees my device just fine. But when it tries to sync, it fails. So I have been loading my CIQ app updates using my iPhone over Bluetooth and that works.

Any ideas what I need to do to get this working? I don't think Garmin's servers are the issue...