Always On VPN Updates for Windows 10 2004

Always On VPN Updates for Windows 10 2004Microsoft recently made available an update for Windows 10 2004 that includes many important fixes for outstanding issues with Windows 10 Always On VPN. KB4571744 (build 19041.488) addresses many challenges faced by Always On VPN administrators today, including the following.

TPM

This update addresses an issue that prevents hash signing from working correctly using the Microsoft Platform Crypto Provider for Trusted Platform Module (TPM). This issue can occur when administrators configure Always On VPN to use Protected Extensible Authentication Protocol (PEAP) with client certificate authentication using a FortiGate security device.

Sleep/Hibernate

This update also addresses issues with Windows 10 Always On VPN failing to automatically reconnect when resuming from sleep or hibernate. I’ve written about issues with Always On VPN and sleep/hibernate in the past. This is an issue that has plagued Always On VPN since its introduction, so let’s hope this finally provides some meaningful relief from this persistent problem.

Certificate Authentication

When both the Always On VPN device tunnel and user tunnel are provisioned to a Windows 10 clients, user tunnel connections may be authenticated using the machine certificate and not EAP/PEAP. This can result in connections that are not validated as intended, and allowing a user to bypass configured NPS policies, MFA requirements, or conditional access rules. This update includes a fix for this issue, restoring proper authentication for the user tunnel when the device tunnel is also provisioned.

Device and User Tunnel Coexistence

A bug that first appeared when Windows 10 2004 was introduced prevented a device tunnel and user tunnel Always On VPN connection from being established to the same VPN server if the user tunnel used Internet Key Exchange Version 2 (IKEv2). This update restores full functionality under those conditions.

Update KB4571744

To resolve these issues with Windows 10 Always On VPN as well as others, download and install update KB4571744 today. If you are experiencing any of these issues with releases of Windows 10 prior to 2004, look for updates for those build to come later this year.

Additional Information

September 3, 2020 – KB4571744 (OS Build 19041.488) Preview

Windows 10 Always On VPN Connection Issues after Sleep or Hibernate

Windows 10 Always On VPN Bug in Windows 10 2004

DirectAccess and Always On VPN with Trusted Platform Module (TPM) Certificates

DirectAccess and Always On VPN with Trusted Platform Module (TPM) CertificatesTo enhance security when provisioning certificates for DirectAccess (computer) or Windows 10 Always On VPN (user) it is recommended that private keys be stored on a Trusted Platform Module (TPM) on the client device. A TPM is a dedicated security processor included in nearly all modern computers. It provides essential hardware protection to ensure the highest levels of integrity for digital certificates and is used to generate, store, and restrict the use of cryptographic keys. It also includes advanced security and protection features such as key isolation, non-exportability, and anti-hammering to prevent brute-force attacks.

To ensure that private keys are created and stored on a TPM, the certificate template must be configured to use the Microsoft Platform Crypto Provider. Follow the steps below to configure a certificate template required to use a TPM.

  1. Open the Certificate Templates management console (certtmpl.msc) and duplicate an existing certificate template. For example, if creating a certificate for DirectAccess, duplicate the Workstation Authentication certificate template. For Always On VPN, duplicate the User certificate template.
  2. On the Compatibility tab, ensure the Certification Authority and Certificate recipient compatibility settings are set to a minimum of Windows Server 2008 and Windows Vista/Server 2008, respectively.DirectAccess and Always On VPN with Trusted Platform Module (TPM) Certificates
  3. Select the Cryptography tab.
  4. Choose Key Storage Provider from the Provider Category drop down list.
  5. Choose the option Requests must use one of the following providers and select Microsoft Platform Crypto Provider.DirectAccess and Always On VPN with Trusted Platform Module (TPM) Certificates

Note: If Microsoft Platform Crypto Provider does not appear in the list above, got to the Request Handling tab and uncheck the option Allow private key to be exported.

Complete the remaining certificate configuration tasks (template display name, subject name, security settings, etc.) and publish the certificate template. Client machines configured to use this template will now have a certificate with private key fully protected by the TPM.

Additional Resources

Trusted Platform Module (TPM) Fundamentals

DirectAccess and Always On VPN Certificate Auto Enrollment

DirectAccess Clients and TPM

I’ve been frustrated recently with a number of articles and blog posts I’ve seen indicating Windows 8 DirectAccess clients connecting to a Windows Server 2012 DirectAccess server require a Trusted Platform Module (TPM) and the use of smart cards for authentication. This is a myth, and nothing could be further from the truth. TPM and smart cards are indeed supported (TPM with Windows 8, smart cards with Windows 7 and Windows 8 DirectAccess clients) but they are not explicitly required. For the posts I’ve seen I have asked the authors to correct their statements, and to their credit some of them have. Others, unfortunately, have not. I’m not sure if they are simply misinformed or if they are deliberately misleading their readers to downplay DirectAccess in an effort to sell another VPN solution. Regardless, I am compelled to set the record straight here. So, to be perfectly clear:

TPM is NOT a requirement for DirectAccess clients.

There you have it. Now go out and deploy DirectAccess today!

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