A Windows 7 or Windows 8.x/10 client may fail to establish a DirectAccess connection using the IP-HTTPS IPv6transition technology. When troubleshooting this issue, running ipconfig.exe show that the media state for the tunnel adapter iphttpsinterface is Media disconnected.
Running the Get-NetIPHttpsState PowerShell command on Windows 8.x/10 clients or the netsh interface httpstunnel show interface command on Windows 7 clients returns an error code of 0x800b0109 with an interface status Failed to connect to the IPHTTPS server; waiting to reconnect.
Error code 0x800b0109 translates to CERT_E_UNTRUSTEDROOT, indicating the client was unable to establish an IP-HTTPS connection because the certificate presented during the SSL handshake was issued by a certification authority that was not trusted. This commonly occurs when the DirectAccess server is configured with an SSL certificate issued by the internal PKI and DirectAccess clients are provisioned using offline domain join without using the /rootcacerts switch.
To resolve IP-HTTPS error code 0x800b0109, obtain the root certificate for the certificate authority that issued the SSL certificate used for IP-HTTPS and import it in to the DirectAccess client’s Trusted Root Certification Authorities local computer certificate store. Once complete, restart the IP helper service to reinitiate an IP-HTTPS connection.