DirectAccess and OTP with PointSharp ID Webinar

Integrating multifactor authentication is essential for providing the highest level of security and assurance for DirectAccess clients. Smart cards work well for this, but they impose a heavy burden in terms of expense and administrative overhead. A more effective alternative is to use a One-Time Password (OTP) solution such as PointSharp ID.

DirectAccess and PointSharp ID Webinar

To learn more about the PointSharp ID OTP solution and how it integrates with DirectAccess, join me for a live webinar on Tuesday, July 27, 2106 at 10:00AM PDT where I’ll discuss the following topics.

  • What DirectAccess security risks can be mitigated with OTP?
  • What are the supporting infrastructure requirements for OTP authentication?
  • How to integrate the PointSharp IP solution with DirectAccess

You can register for this free live webinar here.

DirectAccess IP-HTTPS Preauthentication using F5 BIG-IP

Note: For information about configuring the Citrix NetScaler to perform IP-HTTPS preauthentication, click here. For information about configuring Windows Server 2012 R2 to perform IP-HTTPS preauthentication natively, click here.

Introduction

DirectAccess IP-HTTPS Preauthentication using F5 BIG-IPRecently I wrote about security challenges with DirectAccess and the IP-HTTPS IPv6 transition technology. Specifically, IP-HTTPS transition tunnel connections are not authenticated by the DirectAccess server, only the client. This allows an unauthorized device to obtain an IPv6 address on the DirectAccess client network. With it, an attacker can perform network reconnaissance using ICMPv6 and potentially launch a variety of Denial-of-Service (DoS) attacks. For more details, click here.

Note: DirectAccess IPsec data connections not at risk. Data is never exposed at any time with the default configuration.

Mitigation

To mitigate these issues, it is recommended that an Application Delivery Controller (ADC) be used to terminate SSL connections and enforce client certificate authentication. Doing this will ensure that only authorized connections will be accepted by the DirectAccess server. In addition, there are some scalability and performance benefits to implementing this configuration when supporting Windows 7 clients.

Important Considerations

Performing IP-HTTPS preauthentication on the F5 BIG-IP is formally unsupported by Microsoft. In addition, terminating IP-HTTPS on the F5 appliance breaks OTP authentication.

F5 BIG-IP Configuration

To configure the F5 BIG-IP to perform SSL offload for DirectAccess IP-HTTPS, follow the guidance documented here. In addition, to configure the F5 BIG-IP to perform preauthentication for DirectAccess clients, when creating the client SSL profile, click Custom above the Client Authentication section and choose Require from the Client Certificate drop-down list and Always from the Frequency drop-down list. In addition, choose your internal PKI’s root Certification Authority (CA) certificate from the Trusted Certificate Authorities drop-down list and from the Advertised Certificate Authorities drop-down list.

DirectAccess IP-HTTPS Preauthentication using F5 BIG-IP

Summary

Enabling client certificate authentication for IP-HTTPS connections ensures that only authorized DirectAccess clients can establish a connection to the DirectAccess server and obtain an IPv6 address. It also prevents an unauthorized user from performing network reconnaissance or launching IPv6 Denial-of-Service (DoS) attacks.

Configuring Multiple Windows Server 2012 R2 DirectAccess Instances

DirectAccess in Windows Server 2012 R2 supports many different deployment configurations. It can be deployed with a single server, multiple servers in a single location, multiple servers in multiple locations, edge facing, in a perimeter or DMZ network, etc.

Global Settings

There are a number of important DirectAccess settings that are global in scope and apply to all DirectAccess clients, such as certificate authentication, force tunneling, one-time password, and many more. For example, if you configure DirectAccess to use Kerberos Proxy instead of certificates for authentication, Windows 7 clients are not supported. In this scenario it is advantageous to have a second parallel DirectAccess deployment configured specifically for Windows 7 clients. This allows Windows 8 clients to take advantage of the performance gains afforded by Kerberos Proxy, while at the same time providing an avenue of support for Windows 7 clients.

Parallel Deployments

To the surprise of many, it is indeed possible to deploy DirectAccess more than once in an organization. I’ve been helping customers deploy DirectAccess for nearly five years now, and I’ve done this on more than a few occasions. In fact, there are some additional important uses cases that having more than one DirectAccess deployment can address.

Common Use Cases

QA and Testing – Having a separate DirectAccess deployment to perform testing and quality assurance can be quite helpful. Here you can validate configuration changes and verify updates without potential negative impact on the production deployment.

Delegated Administration – DirectAccess provides support for geographic redundancy, allowing administrators to create DirectAccess entry points in many different locations. DirectAccess in Windows Server 2012 R2 lacks support for delegated administration though, and in some cases it may make more sense to have multiple separate deployments as opposed to a single, multisite deployment. For example, many organizations are divided in to different business units internally and may operate autonomously. They may also have different configuration requirements, which can be better addressed using individual DirectAccess implementations.

Migration – If you have currently deployed DirectAccess using Windows Server 2008 R2 with or without Forefront UAG 2010, migrating to Windows Server 2012 R2 can be challenging because a direct, in-place upgrade is not supported. You can, however, deploy DirectAccess using Windows Server 2012 R2 in parallel to your existing deployment and simply migrate users to the new solution by moving the DirectAccess client computer accounts to a new security group assigned to the new deployment.

Major Configuration Changes – This strategy is also useful for scenarios where implementing changes to the DirectAccess configuration would be disruptive for remote users. For example, changing from a single site to a multisite configuration would typically require that all DirectAccess clients be on the LAN or connect remotely out-of-band to receive group policy settings changes after multisite is first configured. In addition, parallel deployments can significantly ease the pain of transitioning to a new root CA if required.

Unique Client Requirements – Having a separate deployment may be required to take advantage of the unique capabilities of each client operating system. For example, Windows 10 clients do not support Microsoft Network Access Protection (NAP) integration. NAP is a global setting in DirectAccess and applies to all clients. If you still require NAP integration and endpoint validation using NAP for Windows 7 and Windows 8.x, another DirectAccess deployment will be required to support Windows 10 clients.

Requirements

To support multiple Windows Server 2012 R2 DirectAccess deployments in the same organization, the following is required:

Unique IP Addresses – It probably goes without saying, but each DirectAccess deployment must have unique internal and external IPv4 addresses.

Distinct Public Hostname – The public hostname used for each deployment must also be unique. Multi-SAN certificates have limited support for DirectAccess IP-HTTPS (public hostname must be the first entry in the list), so consider using a wildcard certificate or obtain certificates individually for each deployment.

Group Policy Objects – You must use unique Active Directory Group Policy Objects (GPOs) to support multiple DirectAccess deployments in a single organization. You have the option to specify a unique GPO when you configure DirectAccess for the first time by clicking the Change link next to GPO Settings on the Remote Access Review screen.

Configuring Multiple Windows Server 2012 R2 DirectAccess Instances

Enter a distinct name for both the client and server GPOs. Click Ok and then click Apply to apply the DirectAccess settings for this deployment.

Configuring Multiple Windows Server 2012 R2 DirectAccess Instances

Windows 7 DirectAccess Connectivity Assistant (DCA) GPOs – If the DirectAccess Connectivity Assistant (DCA) v2.0 has been deployed for Windows 7 clients, separate GPOs containing the DCA client settings for each individual deployment will have to be configured. Each DirectAccess deployment will have unique Dynamic Tunnel Endpoint (DTE) IPv6 addresses which are used by the DCA to confirm corporate network connectivity. The rest of the DCA settings can be the same, if desired.

Supporting Infrastructure

The rest of the supporting infrastructure (AD DS, PKI, NLS, etc.) can be shared between the individual DirectAccess deployments without issue. Once you’ve deployed multiple DirectAccess deployments, make sure that DirectAccess clients DO NOT belong to more than one DirectAccess client security group to prevent connectivity issues.

Migration Process

Moving DirectAccess client computers from the old security group to the new one is all that’s required to migrate clients from one DirectAccess deployment to another. Client machines will need to be restarted to pick up the new security group membership, at which time they will also get the DirectAccess client settings for the new deployment. This works seamlessly when clients are on the internal network. It works well for clients that are outside the network too, for the most part. Because clients must be restarted to get the new settings, it can take some time before all clients finally moved over. To speed up this process it is recommended that DirectAccess client settings GPOs be targeted at a specific OUs created for the migration process. A staging OU is created for clients in the old deployment and a production OU is created for clients to be assigned to the new deployment. DirectAccess client settings GPOs are then targeted at those OUs accordingly. Migrating then only requires moving a DirectAccess client from the old OU to the new one. Since OU assignment does not require a reboot, clients can be migrated much more quickly using this method.

Summary

DirectAccess with Windows Server 2012 R2 supports many different deployment models. For a given DirectAccess deployment model, some settings are global in scope and may not provide the flexibility required by some organizations. To address these challenges, consider a parallel deployment of DirectAccess. This will enable you to take advantage of the unique capabilities of each client operating system, or allow you to meet the often disparate configuration requirements that a single deployment cannot support.