Always On VPN Security Updates July 2026

Microsoft released the July 2026 Windows security updates today, including several fixes that directly affect Always On VPN deployments. This month’s release addresses vulnerabilities in the Secure Socket Tunneling Protocol (SSTP), Internet Key Exchange (IKE), and the Routing and Remote Access Service (RRAS), making it an important update for organizations using Always On VPN.

SSTP Remote Code Execution

The highest-priority issue for Always On VPN administrators is a Remote Code Execution (RCE) vulnerability affecting the Secure Socket Tunneling Protocol (SSTP). SSTP is commonly used for Always On VPN user tunnel connections. Because SSTP is, by design, exposed directly to the Internet, vulnerabilities affecting this protocol deserve immediate attention. Microsoft rates this vulnerability as Critical with a CVSS base score of 8.1.

CVE-2026-50694 – Windows SSTP Remote Code Execution Vulnerability

IKE Vulnerabilities

These vulnerabilities primarily affect IKE-based VPN connections and could allow an attacker to disrupt VPN connectivity using specially crafted packets. While Microsoft rates these vulnerabilities as Important rather than Critical, organizations should still plan to deploy these updates promptly.

CVE-2026-50721 – IKEv1 Denial of Service via RSA-SHA1 authentication payload

CVE-2026-50722 – IKEv2 Denial of Service via RSA-SHA1 authentication payload

CVE-2026-12413 – IKEv2 Denial of Service via malformed fragmentation

CVE-2026-50696 – IKE Protocol Denial of Service Vulnerability

RRAS Vulnerabilities

The July 2026 security updates also address several vulnerabilities in the Windows Server Routing and Remote Access Service (RRAS). All are rated Important by Microsoft.

CVE-2026-57096 – Windows RRAS Elevation of Privilege Vulnerability

CVE-2026-49791 – Windows RRAS Elevation of Privilege Vulnerability

CVE-2026-50451 – Windows RRAS Elevation of Privilege Vulnerability

Summary

The SSTP RCE vulnerability is particularly concerning because the service is typically exposed to the Internet and could allow an unauthenticated attacker to execute code remotely. Organizations should prioritize deployment of this update. The IKE and RRAS vulnerabilities are rated Important and can generally be addressed during the next scheduled maintenance window, although administrators should avoid unnecessary delays in applying these updates.

Always On VPN Security Updates April 2025

Microsoft has published its monthly security updates. Many updates address Routing and Remote Access Service (RRAS) vulnerabilities commonly used in Always On VPN deployments. In addition, an update addresses a vulnerability in Active Directory Certificate Services (AD CS). Always On VPN user and device authentication often rely on AD CS-issued certificates.

RRAS Updates

The April 2025 Microsoft security updates include the following CVEs for Windows Server RRAS.

Only one of these CVEs (26668) is a Remote Code Execution vulnerability. The others are information disclosure vulnerabilities. None of these vulnerabilities are rated Critical; all are rated Important.

AD CS Update

This month’s security update includes the following CVE for AD CS.

Additional Information

Microsoft April 2025 Security Updates

Always On VPN Security Updates December 2024

Microsoft released the December 2024 security updates earlier today, and there are a few important items that Windows Always On VPN administrators should take note of. Specifically, the December 2024 security update includes six CVEs affecting the Windows Server Routing and Remote Access Service (RRAS), commonly used for Always On VPN deployments.

RRAS Updates

This month’s updates for Windows Server RRAS cover the following publicly announced CVEs.

Importance

All of the security vulnerabilities outlined above are Remote Code Execution (RCE) and are rated Important. However, they all require local administrative rights for an attacker to leverage, reducing the risk of compromise. However, administrators are encouraged to update their systems as soon as possible.

Additional Information

Microsoft December 2024 Security Updates