Always On VPN Error -2146762495

DirectAccess Troubleshooting and the Windows 10 Network Connectivity Assistant

Always On VPN Administrators may encounter a scenario where Always On VPN connections suddenly stop working for all clients using the Secure Socket Tunneling Protocol (SSTP) VPN protocol. IKEv2 VPN connections continue to work, however.

Event Log

Reviewing the event log on a client machine reveals an error event ID 20227 from the RasClient source. The error message states the following.

“The user [username] dialed a connection named [connection name] which has failed. The error code returned on failure is -2146762495.”

Error -2146762495?

Always On VPN administrators will be familiar with error codes such as 809, 691 and 812, 853, 858, and even 13801, 13806, and 13868. However, this error code seems to be formatted much differently. As it turns out, this message is in decimal format. Thankfully it’s pretty easy to convert it to something more meaningful, like hexadecimal. To do this, open the Windows calculator (calc.exe) and switch to programmer mode. Highlight DEC and enter -2146762495. The hexadecimal value will be displayed in the HEX field, as shown here.

Error 0x800B0101

After converting the error message from decimal to hex, use the Microsoft Error Lookup tool (err.exe) to translate the hex value of this error. As shown here, 0x800B0101 translates to CERT_E_EXPIRED.

Expired TLS Certificate

Once again, an expired certificate is to blame! In this case, the TLS certificate installed on the VPN server has expired and is no longer valid.

Resolution

The problem is simple enough to resolve, of course. Obtain a new TLS certificate from your certification authority (CA) of choice and update your VPN server configuration. You can find detailed guidance for updating the RRAS VPN server’s TLS certificate here. You will also find a video demonstration of the RRAS SSL/TLS certificate renewal process here.

Additional Information

Installing or Renewing an SSL/TLS Certificate on Windows Server RRAS for Always On VPN and SSTP

VIDEO: Installing or Renewing an SSL/TLS certificate on Windows Server RRAS for Always On VPN and SSTP

Microsoft Windows Always On VPN SSTP Security Configuration

Microsoft Windows Always On VPN SSL/TLS Certificate Requirements for SSTP

Microsoft Windows Always On VPN SSTP with Let’s Encrypt Certificates

Always On VPN Error 13806

Troubleshooting Always On VPN Error 691 and 812 – Part 2

As a follow-up to my last post regarding Always On VPN error 13801, this post will cover a similar and related error administrators may encounter, the 13806 error. As mentioned previously, certificate configuration is crucial for Always On VPN deployments. I described some specific certificates requirements for IKEv2 in this earlier post. Following this guidance, administrators should have no issues with IKEv2 Always On VPN connections. However, it is always possible to encounter an error if any of these certificates are missing or misconfigured.

Error 13806

Much like the error 13801 described previously, 13806 is also common. When an Always On VPN connection using IKEv2 fails, the Windows Application event log will record an event ID 20227 from the RasClient source. The error message states the following:

“The user [username] dialed a connection named [connection name] which has failed. The error code returned on failure is 13806”.

IKE Failed To Find Valid Machine Certificate

Error 13806 translates to ERROR_IPSEC_IKE_NO_CERT, indicating IKE failed to find a valid machine certificate. The problem can be on the device, the VPN server, or an issue with the VPN server configuration.

Device Certificate

For the device tunnel, the most obvious cause of this error is a missing device authentication certificate on the client itself. Ensure the endpoint has a valid certificate issued by the organization’s internal PKI that includes Client Authentication EKU (OID 1.3.6.1.5.5.7.3.2). The certificate must have a subject name matching the device’s FQDN. It must also be valid (not expired), trusted, and not revoked.

Certificate Chain

A 13806 error will occur if the device certificate installed on the client is not trusted or if the client does not trust the certificate installed on the VPN server. Ensure the client has all the necessary root and intermediate certification authority (CA) certificates installed in their respective certificate stores.

VPN Server Certificate

A 13806 error can also occur if the VPN server does not have a properly configured server certificate. Ensure the VPN server has a valid certificate issued by the organization’s internal PKI that includes both the Server Authentication (OID 1.3.6.1.5.5.7.3.1) and IP security IKE intermediate (OID 1.3.6.1.5.5.8.2.2) EKUs. The subject name must match the public fully qualified domain name (FQDN) used by VPN clients to connect to the VPN server (not the server’s NetBIOS name). Again, ensure the certificate is valid (not expired), trusted, not revoked, and all necessary root and intermediate CA certificates are installed in their respective certificate stores.

Certificate Revocation

An expired Certificate Revocation List (CRL) can also result in a 13801 error. Open the Enterprise PKI console (pkiview.msc) on an issuing CA and review the status of all CRLs. If any are expired, resolve any issues preventing the CRL from publishing successfully, then issue a new CRL by running certutil.exe -crl on the issuing CA server.

RRAS Configuration

Another cause of the 13806 error for the user tunnel is a misconfigured Routing and Remote Access Service (RRAS) VPN server. An error 13806 can happen if the administrator incorrectly defines a trusted root CA using Set-VpnAuthProtocol. Ensure that the root certificate thumbprint matches exactly the root CA server’s thumbprint used to issue certificates to VPN devices and the VPN server.

Get-VpnAuthProtocol

Root CA Certificate Thumbprint

Resolution

Ensure that devices and VPN servers have correctly configured certificates installed. If the root CA certificate is assigned incorrectly on the VPN server, follow the guidelines detailed here to update the configuration.

Additional Information

Microsoft Windows Always On VPN Error 13801

Microsoft Windows Always On VPN Certificate Requirements for IKEv2

Microsoft Windows Always On VPN IPsec Root Certificate Configuration Issue

Microsoft Windows Always On VPN IKEv2 Policy Mismatch Error

Microsoft Windows Always On VPN IKEv2 Security Configuration

Microsoft Windows Always On VPN IKEv2 Fragmentation

Microsoft Windows Always On VPN IKEv2 Load Balancing and NAT

Microsoft Windows Always On VPN IKEv2 Features and Limitations

Always On VPN Error 13801

Troubleshooting Always On VPN Error 691 and 812 – Part 2

Certificate configuration is crucial for Always On VPN deployments. I described some specific certificates requirements for IKEv2 in this previous post. Following this guidance, administrators should have no issues with IKEv2 Always On VPN connections. However, it is always possible to encounter an error if any of these certificates are missing or misconfigured.

Error 13801

One of the most common errors related to IKEv2 and certificates is 13801. When an Always On VPN connection using IKEv2 fails, the Windows Application event log will record an event ID 20227 from the RasClient source. The error message states the following:

“The user [username] dialed a connection named [connection name] which has failed. The error code returned on failure is 13801”.

IKE Authentication Credentials are Unacceptable

Error 13801 translates to ERROR_IPSEC_IKE_AUTH_FAIL, indicating an authentication failure related to IPsec. The problem can be on the device, the VPN server, or an issue with the VPN server configuration.

Certificate Chain

A 13801 error will occur if the client does not trust the certificate installed on the VPN server. Ensure the client has all the necessary root and intermediate certification authority (CA) certificates installed in their respective certificate stores.

VPN Server Certificate

A 13801 error can also occur if the VPN server does not have a properly configured server certificate. Ensure the VPN server has a valid certificate issued by the organization’s internal PKI that includes both the Server Authentication (OID 1.3.6.1.5.5.7.3.1) and IP security IKE intermediate (OID 1.3.6.1.5.5.8.2.2) EKUs. The subject name must match the public fully qualified domain name (FQDN) used by VPN clients to connect to the VPN server (not the server’s NetBIOS name). Again, ensure the certificate is valid (not expired), trusted, not revoked, and all necessary root and intermediate CA certificates are installed in their respective certificate stores.

Certificate Revocation

An expired Certificate Revocation List (CRL) can also result in a 13801 error. Open the Enterprise PKI console (pkiview.msc) on an issuing CA and review the status of all CRLs. If any are expired, resolve any issues preventing the CRL from publishing successfully, then issue a new CRL by running certutil.exe -crl on the issuing CA server.

RRAS Configuration

Another cause of the 13801 error for the device tunnel is a misconfigured Routing and Remote Access Service (RRAS) VPN server. An error 13801 can happen if the administrator incorrectly defines a trusted root CA using Set-VpnAuthProtocol. Ensure that the root certificate thumbprint matches exactly the root CA server’s thumbprint used to issue certificates to VPN devices and the VPN server.

Get-VpnAuthProtocol

Root CA Certificate Thumbprint

Resolution

Ensure that devices and VPN servers have correctly configured certificates installed. If the root CA certificate is assigned incorrectly on the VPN server, follow the guidelines detailed here to update the configuration.

Additional Information

Microsoft Windows Always On VPN Error 13806

Microsoft Windows Always On VPN Certificate Requirements for IKEv2

Microsoft Windows Always On VPN IPsec Root Certificate Configuration Issue

Microsoft Windows Always On VPN IKEv2 Policy Mismatch Error

Microsoft Windows Always On VPN IKEv2 Security Configuration

Microsoft Windows Always On VPN IKEv2 Fragmentation

Microsoft Windows Always On VPN IKEv2 Load Balancing and NAT

Microsoft Windows Always On VPN IKEv2 Features and Limitations

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