Microsoft today released software updates to plug nearly 200 security holes across its Windows operating systems and supported software, a record number of fixes for the company’s monthly Patch Tuesday cycle. Nearly three dozen of those bugs earned Microsoft’s most dire “critical” rating, and exploit code for at least three of the weaknesses is now publicly available.

The software giant said in a blog post last month that both its engineers and the security community are increasing using artificial intelligence tools to find bugs, meaning this month’s heavy Patch Tuesday may start to become the norm, said Satnam Narang, senior staff research engineer at Tenable.

“Some surveys put AI usage among security professionals generally at 90%, so it’s unsurprising that this volume of patches may be the norm,” Narang said. “Pandora’s proverbial box has been opened, and as more advanced AI models become available, we expect the norm to continue upward across the board, not just for Patch Tuesday.”

June’s zero-day bugs include CVE-2026-49160, a denial of service vulnerability affecting a range of web servers, including Microsoft Internet Information Services (IIS). Microsoft says the flaw was reported by OpenAI’s Codex.

Two of the zero-days addressed this month appear to stem from recent vulnerability disclosures by Nightmare Eclipse, the nickname chosen by a security researcher who has been dropping exploits for various Windows flaws. One of those, dubbed “GreenPlasma,” leverages an elevation of privilege weakness in the Windows Collaborative Translation Framework, the same framework patched today in CVE-2026-45586.

Nightmare Eclipse also last month released “YellowKey,” an exploit for a Windows BitLocker vulnerability that allows an attacker with physical access to view encrypted data, and CVE-2026-50507 is a patch for an elevation of privilege bug in BitLocker.

Microsoft received heavy blowback on social media last month after it said in a blog post that it was considering taking legal action against the security researcher. The company later clarified on Twitter/X that while it has no intention of pursuing legal actions against researchers, it would report them to authorities if they break the law. The advisories for CVE-2026-49160 and CVE-2026-50507 do not credit any researchers in the acknowledgement section, saying only that “Microsoft recognizes the efforts of those in the security community who help us protect customers through coordinated vulnerability disclosure.”

Nightmare Eclipse claims to be a former employee of Microsoft, although Microsoft has not responded to questions about this claim. Rapid7 notes that a recent blog post by Nightmare Eclipse included an image of Albert Wesker, a character from the Resident Evil video game series who formerly worked as a researcher for a technology company before going rogue.

Nightmare Eclipse has pledged to release even more zero-day exploits for Windows in what they called a “bone shattering” drop planned for July 14 (the same day as next month’s Patch Tuesday). Immediately following the release of Microsoft patches today, the researcher published an exploit for what they claimed was a zero-day bug in Windows Defender.

While 200 vulnerabilities may be a record for Patch Tuesday, the actual number of security flaws Microsoft addressed this month is far higher, said Rapid7’s Adam Barnett.

“So far this month, Microsoft has provided patches to address 360 browser vulnerabilities, which is an order of magnitude more than has been typical in any given month over the past few years,” Barnett wrote. “As usual, browser [flaws] are not included in the Patch Tuesday count above. Indeed, the vast, and presumably sustained, uptick in the number of browser vulnerabilities has led to Microsoft no longer enumerating Chromium CVEs in the Security Update Guide.”

Microsoft also patched a zero-day vulnerability in Visual Studio Code that allows attackers to steal GitHub tokens with a single click. The company was forced to push a stopgap fix for the flaw on June 3, after a researcher published instructions showing how to exploit it. The researcher said they opted not to work with Microsoft because of a recent experience wherein Redmond silently patched a flaw they reported without offering credit or recognition.

Microsoft battled its own internal zero-day emergencies last week, after at least 72 of the company’s public code repositories were infected with a variant of the Shai-Hulud worm. Researchers found that all of the affected packages were connected to Microsoft official Azure Durable Task SDK, which got hit by the same Shai-Hulud worm in May.

Other major software makers are also shipping outsized update bundles this month. Adobe has released updates to fix a massive number of critical vulnerabilities across a range of products, including Adobe Experience Manager, Acrobat Reader and Cold Fusion. On June 3, Google resolved a whopping 429 vulnerabilities in its latest Chrome browser update (Chrome automatically downloads updates but installing them usually requires a complete restart of the browser).

As ever, please consider backing up your data before applying operating system updates, and drop a note in the comments if you run into any problems with this month’s patches.

Further reading:

Microsoft’s Security Update Guide

Action1’s Patch Tuesday breakdown

SANS Internet Storm Center notes on Patch Tuesday

Microsoft Corp. today pushed security updates to fix at least 77 vulnerabilities in its Windows operating systems and other software. There are no pressing “zero-day” flaws this month (compared to February’s five zero-day treat), but as usual some patches may deserve more rapid attention from organizations using Windows. Here are a few highlights from this month’s Patch Tuesday.

Image: Shutterstock, @nwz.

Two of the bugs Microsoft patched today were publicly disclosed previously. CVE-2026-21262 is a weakness that allows an attacker to elevate their privileges on SQL Server 2016 and later editions.

“This isn’t just any elevation of privilege vulnerability, either; the advisory notes that an authorized attacker can elevate privileges to sysadmin over a network,” Rapid7’s Adam Barnett said. “The CVSS v3 base score of 8.8 is just below the threshold for critical severity, since low-level privileges are required. It would be a courageous defender who shrugged and deferred the patches for this one.”

The other publicly disclosed flaw is CVE-2026-26127, a vulnerability in applications running on .NET. Barnett said the immediate impact of exploitation is likely limited to denial of service by triggering a crash, with the potential for other types of attacks during a service reboot.

It would hardly be a proper Patch Tuesday without at least one critical Microsoft Office exploit, and this month doesn’t disappoint. CVE-2026-26113 and CVE-2026-26110 are both remote code execution flaws that can be triggered just by viewing a booby-trapped message in the Preview Pane.

Satnam Narang at Tenable notes that just over half (55%) of all Patch Tuesday CVEs this month are privilege escalation bugs, and of those, a half dozen were rated “exploitation more likely” — across Windows Graphics Component, Windows Accessibility Infrastructure, Windows Kernel, Windows SMB Server and Winlogon. These include:

–CVE-2026-24291: Incorrect permission assignments within the Windows Accessibility Infrastructure to reach SYSTEM (CVSS 7.8)
–CVE-2026-24294: Improper authentication in the core SMB component (CVSS 7.8)
–CVE-2026-24289: High-severity memory corruption and race condition flaw (CVSS 7.8)
–CVE-2026-25187: Winlogon process weakness discovered by Google Project Zero (CVSS 7.8).

Ben McCarthy, lead cyber security engineer at Immersive, called attention to CVE-2026-21536, a critical remote code execution bug in a component called the Microsoft Devices Pricing Program. Microsoft has already resolved the issue on their end, and fixing it requires no action on the part of Windows users. But McCarthy says it’s notable as one of the first vulnerabilities identified by an AI agent and officially recognized with a CVE attributed to the Windows operating system. It was discovered by XBOW, a fully autonomous AI penetration testing agent.

XBOW has consistently ranked at or near the top of the Hacker One bug bounty leaderboard for the past year. McCarthy said CVE-2026-21536 demonstrates how AI agents can identify critical 9.8-rated vulnerabilities without access to source code.

“Although Microsoft has already patched and mitigated the vulnerability, it highlights a shift toward AI-driven discovery of complex vulnerabilities at increasing speed,” McCarthy said. “This development suggests AI-assisted vulnerability research will play a growing role in the security landscape.”

Microsoft earlier provided patches to address nine browser vulnerabilities, which are not included in the Patch Tuesday count above. In addition, Microsoft issued a crucial out-of-band (emergency) update on March 2 for Windows Server 2022 to address a certificate renewal issue with passwordless authentication technology Windows Hello for Business.

Separately, Adobe shipped updates to fix 80 vulnerabilities — some of them critical in severity — in a variety of products, including Acrobat and Adobe Commerce. Mozilla Firefox v. 148.0.2 resolves three high severity CVEs.

For a complete breakdown of all the patches Microsoft released today, check out the SANS Internet Storm Center’s Patch Tuesday post. Windows enterprise admins who wish to stay abreast of any news about problematic updates, AskWoody.com is always worth a visit. Please feel free to drop a comment below if you experience any issues apply this month’s patches.

Microsoft today released updates to fix more than 50 security holes in its Windows operating systems and other software, including patches for a whopping six “zero-day” vulnerabilities that attackers are already exploiting in the wild.

Zero-day #1 this month is CVE-2026-21510, a security feature bypass vulnerability in Windows Shell wherein a single click on a malicious link can quietly bypass Windows protections and run attacker-controlled content without warning or consent dialogs. CVE-2026-21510 affects all currently supported versions of Windows.

The zero-day flaw CVE-2026-21513 is a security bypass bug targeting MSHTML, the proprietary engine of the default Web browser in Windows. CVE-2026-21514 is a related security feature bypass in Microsoft Word.

The zero-day CVE-2026-21533 allows local attackers to elevate their user privileges to “SYSTEM” level access in Windows Remote Desktop Services. CVE-2026-21519 is a zero-day elevation of privilege flaw in the Desktop Window Manager (DWM), a key component of Windows that organizes windows on a user’s screen. Microsoft fixed a different zero-day in DWM just last month.

The sixth zero-day is CVE-2026-21525, a potentially disruptive denial-of-service vulnerability in the Windows Remote Access Connection Manager, the service responsible for maintaining VPN connections to corporate networks.

Chris Goettl at Ivanti reminds us Microsoft has issued several out-of-band security updates since January’s Patch Tuesday. On January 17, Microsoft pushed a fix that resolved a credential prompt failure when attempting remote desktop or remote application connections. On January 26, Microsoft patched a zero-day security feature bypass vulnerability (CVE-2026-21509) in Microsoft Office.

Kev Breen at Immersive notes that this month’s Patch Tuesday includes several fixes for remote code execution vulnerabilities affecting GitHub Copilot and multiple integrated development environments (IDEs), including VS Code, Visual Studio, and JetBrains products. The relevant CVEs are CVE-2026-21516, CVE-2026-21523, and CVE-2026-21256.

Breen said the AI vulnerabilities Microsoft patched this month stem from a command injection flaw that can be triggered through prompt injection, or tricking the AI agent into doing something it shouldn’t — like executing malicious code or commands.

“Developers are high-value targets for threat actors, as they often have access to sensitive data such as API keys and secrets that function as keys to critical infrastructure, including privileged AWS or Azure API keys,” Breen said. “When organizations enable developers and automation pipelines to use LLMs and agentic AI, a malicious prompt can have significant impact. This does not mean organizations should stop using AI. It does mean developers should understand the risks, teams should clearly identify which systems and workflows have access to AI agents, and least-privilege principles should be applied to limit the blast radius if developer secrets are compromised.”

The SANS Internet Storm Center has a clickable breakdown of each individual fix this month from Microsoft, indexed by severity and CVSS score. Enterprise Windows admins involved in testing patches before rolling them out should keep an eye on askwoody.com, which often has the skinny on wonky updates. Please don’t neglect to back up your data if it has been a while since you’ve done that, and feel free to sound off in the comments if you experience problems installing any of these fixes.