When deploying Windows 10 Always On VPN using Protected Extensible Authentication Protocol (PEAP) with client authentication certificates, the administrator may encounter a scenario in which the user can establish a VPN connection without issue, but when accessing internal resources they are prompted for credentials and receive the following error message.
“The system cannot contact a domain controller to service the authentication request. Please try again later.”
Resolution
This can occur if one or more domain controllers in the enterprise have expired or missing domain controller authentication certificates. To ensure seamless single sign-on to internal resources, ensure that all domain controllers have a certificate issued by the internal certification authority (CA) that includes the Server Authentication (1.3.6.1.5.5.7.3.1), Client Authentication (1.3.6.1.5.5.7.3.2), KDC Authentication (1.3.6.1.5.2.3.5), and Smart Card Logon (1.3.6.1.4.1.311.20.2.2) Enhanced Key Usage (EKU). Administrators can duplicate the Kerberos Authentication template for this purpose.
DirectAccess has been around for many years, and with Microsoft now moving in the direction of Always On VPN, I’m often asked “What’s the difference between DirectAccess and Always On VPN?” Fundamentally they both provide seamless and transparent, always on remote access. However, Always On VPN has a number of advantages over DirectAccess in terms of security, authentication and management, performance, and supportability.
Security
DirectAccess provides full network connectivity when a client is connected remotely. It lacks any native features to control access on a granular basis. It is possible to restrict access to internal resources by placing a firewall between the DirectAccess server and the LAN, but the policy would apply to all connected clients.
Windows 10 Always On VPN includes support for granular traffic filtering. Where DirectAccess provides access to all internal resources when connected, Always On VPN allows administrators to restrict client access to internal resources in a variety of ways. In addition, traffic filter policies can be applied on a per-user or group basis. For example, users in accounting can be granted access only to their department servers. The same could be done for HR, finance, IT, and others.
Authentication and Management
DirectAccess includes support for strong user authentication with smart cards and one-time password (OTP) solutions. However, there is no provision to grant access based on device configuration or health, as that feature was removed in Windows Server 2016 and Windows 10. In addition, DirectAccess requires that clients and servers be joined to a domain, as all configuration settings are managed using Active Directory group policy.
Windows 10 Always On VPN includes support for modern authentication and management, which results in better overall security. Always On VPN clients can be joined to an Azure Active Directory and conditional access can also be enabled. Modern authentication support using Azure MFA and Windows Hello for Business is also supported. Always On VPN is managed using Mobile Device Management (MDM) solutions such as Microsoft Intune.
Performance
DirectAccess uses IPsec with IPv6, which must be encapsulated in TLS to be routed over the public IPv4 Internet. IPv6 traffic is then translated to IPv4 on the DirectAccess server. DirectAccess performance is often acceptable when clients have reliable, high quality Internet connections. However, if connection quality is fair to poor, the high protocol overhead of DirectAccess with its multiple layers of encapsulation and translation often yields poor performance.
The protocol of choice for Windows 10 Always On VPN deployments is IKEv2. It offers the best security and performance when compared to TLS-based protocols. In addition, Always On VPN does not rely exclusively on IPv6 as DirectAccess does. This reduces the many layers of encapsulation and eliminates the need for complex IPv6 transition and translation technologies, further improving performance over DirectAccess.
Supportability
DirectAccess is a Microsoft-proprietary solution that must be deployed using Windows Server and Active Directory. It also requires a Network Location Server (NLS) for clients to determine if they are inside or outside the network. NLS availability is crucial and ensuring that it is always reachable by internal clients can pose challenges, especially in very large organizations.
Windows 10 Always On VPN supporting infrastructure is much less complex than DirectAccess. There’s no requirement for a NLS, which means fewer servers to provision, manage, and monitor. In addition, Always On VPN is completely infrastructure independent and can be deployed using third-party VPN servers such as Cisco, Checkpoint, SonicWALL, Palo Alto, and more.
Summary
Windows 10 Always On VPN is the way of the future. It provides better overall security than DirectAccess, it performs better, and it is easier to manage and support.
Here’s a quick summary of some important aspects of VPN, DirectAccess, and Windows 10 Always On VPN.
Traditional VPN
DirectAccess
Always On VPN
Seamless and Transparent
No
Yes
Yes
Automatic Connection Options
None
Always on
Always on, app triggered
Protocol Support
IPv4 and IPv6
IPv6 Only
IPv4 and IPv6
Traffic Filtering
No
No
Yes
Azure AD Integration
No
No
Yes
Modern Management
Yes
No (group policy only)
Yes (MDM)
Clients must be domain-joined?
No
Yes
No
Requires Microsoft Infrastructure
No
Yes
No
Supports Windows 7
Yes
Yes
Windows 10 only
Always On VPN Hands-On Training
If you are interested in learning more about Windows 10 Always On VPN, consider registering for one of my hands-on training classes. More details here.
I’m pleased to announce my newest video training course, Managing and Supporting DirectAccess with Windows Server 2016, is now available on Pluralsight! This new course is a follow-up to my previous course, Planning and Implementing DirectAccess with Windows Server 2016. This latest course builds upon the first one and covers advanced configuration such as enabling load balancing, configuring geographic redundancy, and enforcing strong user authentication using one-time passwords (OTP) and smart cards.
In addition, monitoring and reporting is covered, as well as implementing manage out for DirectAccess clients in supported scenarios. The course also includes a full hour of in-depth DirectAccess configuration and connectivity troubleshooting that will be valuable for all DirectAccess administrators.
The course includes the following training modules:
Configuring High Availability Enabling Strong User Authentication DirectAccess Monitoring and Reporting Implementing Outbound Management for DirectAccess Clients DirectAccess Troubleshooting
Throughout the course, I share valuable knowledge and insight gained from more than 5 years of experience deploying DirectAccess for some of the largest organizations in the world. Pluralsight offers a free trial subscription if you don’t already have one, so watch my latest DirectAccess video training course today!
When deploying Windows 10 Always On VPN using Protected Extensible Authentication Protocol (PEAP) with client authentication certificates, the administrator may encounter a scenario in which the user can establish a VPN connection without issue, but when accessing internal resources they are prompted for credentials and receive the following error message.
DirectAccess has been around for many years, and with Microsoft now moving in the direction of Always On VPN, I’m often asked “What’s the difference between DirectAccess and Always On VPN?” Fundamentally they both provide seamless and transparent, always on remote access. However, Always On VPN has a number of advantages over DirectAccess in terms of security, authentication and management, performance, and supportability.
