Can I get my Enterprise license key re-applied automatically via the cloud when I renew, even if I don't want cloud connectivity?

Yes, providing the remote computer running VNC Server is permanently connected to the Internet, and able to communicate with RealVNC's cloud service.

This will save you having to manually re-apply the license key each time you renew. To do this:

1. Add the computer to the team. This will turn on cloud connectivity and auto-relicensing.
2. Disable cloud connectivity in VNC Server's Options, or by using Group Policy. This will prevent users establishing cloud connections to the computer, but leave auto-relicensing turned on.

VNC Server will now contact the cloud service periodically to confirm that a valid license is in place. When you renew your subscription, the cloud service will automatically push your new license key down to VNC Server.