Always On VPN Security Updates August 2024

Today is the second Tuesday of the month, so Windows Server administrators everywhere know what that means – it’s Update Tuesday! For Always On VPN administrators in particular there are a few security updates that affect Windows Server Routing and Remote Access (RRAS), which is a popular VPN server used to support Always On VPN implementations. While many of these updates address Remote Code Execution vulnerabilities, non are considered critical.

RRAS Updates

This month there are six vulnerabilities disclosed affecting Windows Server RRAS.

CVE-2024-38120 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-38121 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-38128 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-38130 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-38154 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-38214 – Windows RRAS Remote Code Execution Vulnerability (Important)

Additional Updates

In addition to the updates addressing vulnerabilities in Windows Server RRAS, there are also updates available for the Windows Network Address Translation (NAT), Windows Transport Layer Security (TLS), and Windows IP Routing Management snapin that could potentially impact Always On VPN deployments.

Recommendations

None of the security vulnerabilities disclosed this month are critical. Although the RRAS vulnerabilities are remote code execution, exploitation is unlikely. However, administrators are encouraged to update their systems as soon as possible.

Additional Information

Microsoft August 2024 Security Updates

Always On VPN Device Tunnel Fails to Connect Automatically

After the April 2024 Microsoft security updates were released, many Always On VPN administrators noticed that the device tunnel suddenly stopped connecting automatically for many, if not all, their endpoints.

Note: There were additional problems with the April 2024 security update that affected the Always On VPN device tunnel. Details here.

Troubleshooting

When this problem occurs, administrators can establish the device tunnel connection successfully if it is initiated manually. This indicates that there are no issues with the IKEv2 VPN connection or security configuration.

Subscription Activation

The root cause of this issue is related to a subscription activation issue broken in the April 2024 security updates. In this case, Windows 10/11 Enterprise Edition devices that were initially provisioned using Professional Edition and used a step-up upgrade (subscription activation) to Enterprise Edition are reverting to Professional Edition. The Always On VPN device tunnel requires Enterprise Edition to work correctly. Although you can deploy a device tunnel to Windows Professional, it will not connect automatically. It will, however, connect manually.

KB5040527

On July 25, 2024, Microsoft released a preview of updates (KB5040527), including a fix for this subscription activation issue. Administrators experiencing problems with Always On VPN device tunnels where their devices revert to Professional Edition can install this update to resolve this issue.

Additional Information

Always On VPN Device Tunnel Issue with the Microsoft April 2024 Security Update

Always On VPN Device Tunnel Status Indicator

Always On VPN Devcie Tunnel Only Deployment Considerations

Always On VPN Security Updates June 2024

The Microsoft security updates for June 2024 have now been published. Reviewing the list of bulletins shows three security updates of importance to Always On VPN administrators. Two affect the Windows Server Routing and Remote Access (RRAS) service, and one affects the Remote Access Connection Manager (RasMan) service. None of the updates are critical this month, which is good news.

RRAS

The following are the two security updates from this month’s cycle affecting Windows Server RRAS.

CVE-2024-30094 – Windows RRAS Remote Code Execution Vulnerability (Important)

CVE-2024-30095 – Windows RRAS Remote Code Execution Vulnerability (Important)

RasMan

The following security update affects the Remote Access Connection Manager (RasMan) service on Windows Server systems.

CVE-2024-30069 – Windows Remote Access Connection Manager Information Disclosure Vulnerability (Important)

Recommendations

None of the security vulnerabilities disclosed this month are critical and require local access to the system to take advantage of the exploit. However, administrators should update their systems as soon as possible.

Additional Information

Microsoft June 2024 Security Updates