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.

What’s New in Entra Private Network Connector v1.5.4892.0

An important update is available for the Microsoft Entra Private Network Connector. The Entra Private Network Connector is used to publish on-premises web applications to the internet. It is also used for Global Secure Access (GSA) with Entra Private Access, allowing GSA clients to access on-premises resources. Entra Private Network Connector v1.5.4892.0 includes important new functionality to streamline troubleshooting and improve stability and performance.

New Features

The Entra Private Network Connector v1.5.4892.0 now includes a diagnostic tool on the system tray. This gives administrators a visual indicator of connector status and provides quick access to diagnostics and log files.

Diagnostics

Right-clicking the connector and choosing ‘Connector diagnostics’ launches the Connector Diagnostics window. Here you’ll find three tabs: Overview, Health Check, and Advanced Logs.

Overview

The Overview tab provides details about the connector, such as the Tenant ID, Connector ID, version, supported TLS versions, the connector server’s IPv4 address (IPv6 information is not displayed), the server’s hostname, and the operating system version.

Health Check

Clicking on the Health Check tab will perform a comprehensive system health check. Status information for each check is provided, indicating whether it is Passed or Failed. Optionally, administrators can export the report in text, HTML, or JSON format for further analysis. Each health check can be expanded to reveal additional information about the individual check.

Advanced Logs

Clicking the Advanced Logs tab allows administrators to retrieve detailed log information. Session channel logging is enabled by default but can optionally be disabled if needed. You can choose specific start and end dates and times to collect logs, then click Retrieve Logs to collect them.

Once complete, it’s not immediately obvious where to find these logs. Clicking the Logs Retrieved button prompts the administrator to select a location in which to save the log files.

Improvements

This update improves the reliability of name resolution by filtering invalid DNS responses. In addition, the update improves connector logging to the Windows Event Log and fixes various issues and bugs.

Updating to v1.5.4892.0

Existing Entra Private Network Connector installations will not automatically receive this update. Administrators must manually download the connector from the Microsoft Entra admin center and apply the update themselves to take advantage of these new features and capabilities.

Additional Information

Microsoft Entra Private Network Connector v1.5.4892.0

Microsoft Entra Private Network Connector Overview and Deployment Strategies

Preventing Port Exhaustion on Entra Private Network Connector Servers

Microsoft AD CS Adds Post-Quantum Cryptography Support with ML-DSA

Despite predictions of its decline, Microsoft Active Directory Certificate Services (AD CS) continues to evolve. Following significant enhancements introduced in late 2025, including CRL partitioning and support for 16K database pages, the May 2026 update adds another important capability: support for Post-Quantum Cryptography (PQC).

ML-DSA

Specifically, the May 2026 update adds support for ML-DSA-44, ML-DSA-65, and ML-DSA-87 in Windows Server 2025 for AD CS. This enables administrators to begin evaluating post-quantum cryptographic algorithms and assessing PQC readiness in enterprise PKI environments

Configuration

After applying the May 2026 update to an issuing Certification Authority (CA), administrators will find new PQC algorithms under the Algorithm name drop-down list, as shown here.

Note: If you don’t see these new algorithms, ensure you have selected Key Storage Provider from the Provider Category drop-down list. In addition, ensure that you select Signature on the Request Handling tab.

Test Results

Initial testing across common enterprise certificate scenarios produced mixed results. While PQC works well in some scenarios, other workloads still show limitations.

Code Signing

Code signing with an ML-DSA-44 certificate issued by AD CS works perfectly. For example, I can use Set-AuthenticodeSignature to sign a PowerShell script, as shown here.

Viewing the file’s properties shows that the encryption algorithm used to sign the file was ML-DSA-44, as expected.

IIS

TLS-based workloads proved more challenging. Attempts to configure an HTTPS binding in IIS failed with the following error message.

There was an error while performing this operation. A specified logon session does not exist. It may already have been terminated. (Exception from HRESULT: 0x80070520).

RRAS and SSTP

Similar limitations occurred when testing remote-access VPN scenarios using RRAS and SSTP. Specifically, configuring a PQC TLS certificate for SSTP in RRAS failed. Although I was able to assign the certificate using Set-RemoteAccess, the RemoteAccess service failed to start.

Remote Desktop

Unfortunately, using PQC certificates for RDP also fails. Although I could assign the PQC certificate to the RDP listener, clients fail to connect using RDP and return the following error message.

This computer can’t connect to the remote computer. Try connecting again. If the problem continues, contact the owner of the remote computer or your network administrator.

Error code: 0x904
Extended error code: 0x7

Summary

The May 2026 update marks an important milestone for AD CS by introducing initial support for PQC algorithms, allowing organizations to begin evaluating ML-DSA certificates in enterprise environments. Early testing shows promising results for signing scenarios such as code signing; however, broader infrastructure workloads, including TLS, VPN, and Remote Desktop, remain limited today. Although PQC support is still in its early stages, these updates demonstrate Microsoft’s ongoing investment in AD CS and provide administrators with an opportunity to begin preparing their PKI environments for the post-quantum future. Additional PQC enhancements, including ML-KEM support and broader ecosystem integration, are anticipated in future Windows updates.

Additional Information

Microsoft May 2026 Security Updates (KB5087539)

Post Quantum Cryptography in the Enterprise