Using the Extensible Authentication Protocol (EAP) with client certificates is the recommended best practice for authentication for Windows 10 Always On VPN deployments. EAP, and especially Protected EAP (PEAP), has a lot of settings to configure and it is not uncommon to encounter issues related to some parameters being defined incorrectly. This post covers one of the more common issues related to EAP/PEAP misconfiguration.
Action Needed?
When establishing an Always On VPN user tunnel connection, users may find the connection does not complete automatically, and they are informed that additional action is needed.
Clicking on the VPN connection and then clicking Connect prompts the user with the following message.
“Action needed. Continue connecting? We don’t have enough info to validate the server. You can still connect if you trust this server.”
Common Causes
This message can occur when (EAP) is used and is configured to perform server validation with a restricted set of NPS servers, as shown here.
NPS Server Certificate
The NPS server performing authentication for the connection request must have a certificate that includes a subject name that matches one of the names of the NPS servers defined in the EAP configuration. The certificate must be issued by the organizations private certification authority (CA).
EAP Configuration
Alternatively, the client-side EAP configuration may be incorrect. Although the NPS server may have the correct hostname configured on its certificate, it may not be entered correctly on the client. Ensure the hostname listed in the “Connect to these servers” field matches the subject name or SAN of the NPS server certificate defined in the network policy used for the Always On VPN user tunnel. Look carefully at the syntax when defining multiple NPS servers. Multiple servers are separated by a semi-colon and there are no additional spaces. Missing either one of these critical details will result in connection prompts. Also, ensure that all NPS servers used for authentication (those defined on the VPN server) are included in this list.
Note: Administrators must ensure that all VPN clients have updated their EAP configuration before adding additional NPS servers to the environment. Failure to do so will result in connection prompts.
Security Best Practice
To be clear, the behavior above is not ideal from a security perspective. Validating the NPS server before authenticating is crucial to ensuring the highest level of security and assurance, preventing credential theft from a man-in-the-middle attack. For this reason, it is recommended that users not be given the choice to authorize an NPS server. Authorized NPS servers should be defined by administrators exclusively. This is accomplished by selecting the option “Don’t ask user to authorize new servers or trusted CAs” in the Notifications before connecting drop-down list, and by selecting the option “Don’t prompt user to authorize new servers or trusted certification authorities“.
Microsoft recently made available an update for Windows 10 2004 that includes many important fixes for outstanding issues with Windows 10 Always On VPN. 
When configuring Windows 10 Always On VPN using Extensible Authentication Protocol (EAP), the administrator may encounter a scenario in which the client connection fails. The event log will include an event ID 20227 from the RasClient source that includes the following error message.
