Always On VPN and Windows Routing and Remote Access Service (RRAS)

Always On VPN and Windows Routing and Remote Access Service (RRAS)

As I’ve written about in the past, Windows 10 Always On VPN has many advantages over DirectAccess. One of the most important features is that Always On VPN is completely infrastructure independent. Always On VPN is implemented entirely on the client side, so there is no reliance on Windows infrastructure servers at all. In theory, you could deploy an Always On VPN solution using an entirely third-party backend infrastructure. This is crucial because many organizations already have security infrastructure in place today. However, there are still some compelling reasons to choose Windows Server 2016 as the VPN server to support Windows 10 Always On VPN.

Considerations for Windows Server

Windows Server 2016 includes a very capable VPN server in the Routing and Remote Access Service (RRAS) role. Using Windows Server 2016 RRAS will meet the requirements for many deployment scenarios. RRAS also provides some unique advantages too. The following are some important considerations for choosing RRAS for VPN.

Easy to Deploy

The RRAS role in included in all Windows server network operating systems and can be enabled easily using the GUI or PowerShell. RRAS is mature and well-documented, making installation and configuration simpler. In fact, all of the Microsoft Windows 10 Always On VPN documentation guidance references RRAS.

Reduced Costs

No investment in proprietary hardware is required, because RRAS runs on Windows Server 2016 and can be deployed on existing virtual infrastructure. Deploying additional RRAS virtual machines enables quick and efficient scaling up of the solution without the need to deploy additional expensive hardware. Importantly, RRAS requires no additional per-client or per-device licensing. In addition, RRAS can be managed using existing Windows administration skill sets and does not require dedicated, and often expensive solution-specific expertise.

Modern Protocol Support

RRAS includes support for modern VPN protocols such as Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP). IKEv2 is the protocol of choice or most deployments, and is required for supporting the device tunnel. SSTP is a firewall-friendly protocol that ensures remote Windows clients can connect from anywhere. Layer Two Tunneling Protocol over IPsec (L2TP/IPsec) and Point-to-Point Tunneling Protocol (PPTP) are also supported for legacy client compatibility.

Summary

Although Windows 10 Always On VPN can be implemented using third-party VPN servers, it’s important not to overlook Windows server either. Windows Server 2016 RRAS has some important advantages over third-party infrastructure. RRAS is mature and well understood, with an abundance of published documentation available. Leveraging RRAS eliminates the need for costly proprietary hardware and client licensing, while at the same time reducing administrative overhead and streamlining support. RRAS also includes native support for modern VPN protocols, ensuring reliable client connectivity from any location.

Additional Resources

3 Important Advantages of Windows 10 Always On VPN over DirectAccess 

Windows 10 Always On VPN and the Future of DirectAccess 

5 Things DirectAccess Administrators Should Know About Always On VPN 

5 Things DirectAccess Administrators Should Know About Always On VPN

5 Things DirectAccess Administrators Should Know About Always On VPNWindows 10 Always On VPN hands-on training classes now forming. Details here.

As I’ve written about previously, Microsoft is no longer investing in DirectAccess going forward. There will be no new features or functionality added to the product in the future. Microsoft is now investing in Always On VPN in Windows 10, with new features being released with each semi-annual update of the operating system. But as Microsoft continues to make the push toward Always On VPN over DirectAccess, many administrators have asked about the ramifications of this shift in focus for enterprise remote access. Here are a few points to consider.

It’s the same thing, only different.

Always On VPN provides the same seamless, transparent, always on experience as DirectAccess. Under the covers, the mechanics of how that’s accomplished changes a bit, but fundamentally the user experience is exactly the same. Once a user logs on to their device, a VPN connection is established automatically and the user will have secure remote access to corporate resources.

The connection is still secure.

Where DirectAccess uses IPsec and Connection Security Rules (CSRs) to establish its secure tunnels, Always On VPN uses traditional client-based VPN protocols such as IKEv2, SSTP, L2TP, and PPTP. Both DirectAccess and Always On VPN use certificates for authentication. However, where DirectAccess uses machine certificates to authenticate the computer, Always On VPN leverages user certificates to authenticate the user.

(Note: Machine certificates will be required for Always On VPN when using the optional device tunnel configuration. I will publish more details about this configuration option in a future article.)

Provisioning and managing clients is different.

The administrative experience for Always On VPN is much different than it is with DirectAccess. Where DirectAccess made use of Active Directory and group policy for managing client and server settings, Always On VPN clients must be provisioned using a Mobile Device Management (MDM) solution such as Microsoft Intune, or any third-party MDM platform. Optionally, Always On VPN clients can be provisioned using Microsoft System Center Configuration Manager (SCCM), or manually using PowerShell.

Security is enhanced.

Always On VPN has the potential to provide much more security and protection than DirectAccess. Always On VPN supports traffic filtering, allowing administrators to restrict remote client communication by IP address, protocol, port, or application. By contrast, DirectAccess allows full access to the internal network after user logon with no native capability to restrict access. In addition, Always On VPN supports integration with Azure Active Directory, which enables conditional access and multifactor authentication scenarios.

It’s built for the future.

Always On VPN also provides support for modern authentication mechanisms like Windows Hello for Business. In addition, Windows Information Protection (WIP) integration is supported to provide essential protection for enterprise data.

Summary

Microsoft set the bar pretty high with DirectAccess. Users love the seamless and transparent access it provides, and administrators reap the benefit of improved systems management for field based devices. Always On VPN provides those same benefits, with additional improvements in security and protection. If you’d like more information about Always On VPN, fill out the form below and I’ll get in touch with you.

Additional Information

Always On VPN and the Future of DirectAccess

3 Important Advantages of Windows 10 Always On VPN over Microsoft DirectAccess

Windows 10 Always On VPN Hands-On Training

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Always On VPN and the Future of Microsoft DirectAccess

Windows 10 Always On VPN hands-on training classes now forming. Details here.

Since the introduction of Windows Server 2012 in September of 2012, no new features or functionality have been added to DirectAccess. In Windows Server 2016, the only real change aside from bug fixes for DirectAccess is the removal of Network Access Protection (NAP) integration support.

Always On VPN and the Future of Microsoft DirectAccessFigure 1. Remote Access Setup wizard with NAP integration option in Windows Server 2012/R2.

Always On VPN and the Future of Microsoft DirectAccess

Figure 2. Remote Access Setup wizard without NAP integration option in Windows Server 2016.

DirectAccess Roadmap

It’s clear to see that Microsoft is no longer investing in DirectAccess, and in fact their field sales teams have been communicating this to customers for quite some time now. Microsoft has been actively encouraging organizations who are considering a DirectAccess solution to instead implement client-based VPN with Windows 10.

Always On VPN

New features introduced in the Windows 10 Anniversary Update allow IT administrators to configure automatic VPN connection profiles. This Always On VPN connection provides a DirectAccess-like experience using traditional remote access VPN protocols such as IKEv2, SSTP, and L2TP/IPsec. It comes with some additional benefits as well.

  • Conditional access and device compliance with system health checks
  • Windows Hello for Business and Azure multifactor authentication
  • Windows Information Protection (WIP) integration
  • Traffic filters to restrict VPN network access
  • Application-trigger VPN connections

DirectAccess Deprecated?

There has been rampant speculation that Microsoft plans to deprecate and retire DirectAccess. While that may in fact be true, Microsoft has yet to make a formal end-of-life announcement. There’s no reason DirectAccess and VPN couldn’t co-exist, so it’s not a certainty Microsoft will do this. However, there’s also no need to have multiple remote access solutions, and it is abundantly clear that the future for Microsoft remote access is Always On VPN and not DirectAccess.

Always On VPN and the Future of Microsoft DirectAccess

Source: https://social.technet.microsoft.com/wiki/contents/articles/38546.new-features-for-vpn-in-windows-10-and-windows-server-2016.aspx#Advanced_VPN_Connectivity

Always On VPN Advantages and Disadvantages

Windows 10 Always On VPN has some important advantages over DirectAccess. It has some crucial limitations as well.

Advantages

  • Always On VPN supports non-Enterprise Windows 10 client SKUs (Windows 10 Home and Professional)
  • Always On VPN includes support for granular network access control
  • Always On VPN can use both IPv4 and IPv6
  • Always On VPN is infrastructure independent. In addition to supporting Windows RRAS, any third-party network device can be used such as Cisco, Checkpoint, Juniper, Palo Alto, SonicWALL, Fortinet, and many more

Disadvantages

  • Always On VPN works only with Windows 10. It is not supported for Windows 7
  • Always On VPN cannot be managed natively using Active Directory and group policy. It must be configured and managed using Microsoft Intune. Alternatively, Microsoft System Center Configuration Manager (SCCM) or PowerShell can be used.

DirectAccess or Always On VPN?

Should you deploy DirectAccess today or implement Always On VPN with Windows 10 instead? That depends on a number of factors. It’s important to understand that DirectAccess will be fully supported through the lifecycle of Windows Server 2019. If DirectAccess meets your needs today, you can deploy it with confidence that it will still have a long support life. If you have reservations about the future viability of DirectAccess, and if you meet all of the requirements to support Always On VPN with Windows 10, then perhaps that’s a better choice. If you’d like to discuss your remote access options in more detail, fill out the form below and I’ll get in touch with you.

Additional Resources

5 Things DirectAccess Administrators Should Know About Always On VPN

3 Important Advantages of Always On VPN over DirectAccess

NetMotion Mobility as an Alternative to DirectAccess

Windows 10 Always On VPN Hands-On Training Classes

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