Great video. Check the windows VM event viewer where it was failing to produce prompt. I have seen it before where it fails to trust the certificate produced by DC server and never produce a dialog box to sign in. One way to do it is to install DC server cert manually or via GPO onto local root store on windows VM. Start with event viewer first. I also have a question, if you have a daisy chain phone /PC seems you likely have to configure radius authentication on phone with keyed credentials already for phone to land on phone vlan, correct? Appreciate your feedback to question and also when you try my suggestion.