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October 26, 2026 Apple Updates

Apple released a multitude of updates Monday, October 26, 2026. In addition to the version 27.2 updates, Apple has pushed updates to its older operating systems, including a Core Graphics fix for a vulnerability that may have been exploited in targeted attacks. Apple continues to use AI to find and correct vulnerabilities across the board […]

My love/hate relationship with Microsoft

MICROSOFT By Lance Whitney Microsoft makes some of my favorite products, ones that I couldn’t live or work without. But it also drives me nuts with all the technical problems and sales tactics I encounter. When AskWoody editor Will Fastie asked me to write an opinion piece about Microsoft as a company, I had to […]

Microsoft Patches More Than 1,400 Security Flaws

Microsoft today issued updates to fix more than 1,400 security vulnerabilities in its Windows operating systems and other software. Today’s epic patch batch dwarfs September’s record of nearly 1,000 fixes, which was already about ten times the normal monthly patch load from Redmond.

Just one of the weaknesses patched this week is considered a β€œzero day,” or already exploited in the wild. CVE-2026-96951 is a security feature bypass in the Windows Shell that affects Windows 10 and 11 systems, as well as some Server versions.

Windows 10 users might be wondering if they can still expect security updates after this month. Microsoft had been slated to stop shipping updates for Windows 10 systems in October 2025, but ended up adding another year of free updates after considerable pushback. A few months ago, Microsoft quietly extended that support for another year (until October 2027).

At least 78 of the flaws fixed this month are rated β€œcritical,” meaning they could be exploited with little or no action by the user, and most of those critical bugs allow an attacker to execute code of their choice on the vulnerable system.

While Microsoft said there are no signs anyone is exploiting it yet, a security feature bypass in the .NET Framework (CVE-2026-108398) was publicly disclosed prior to today, potentially giving attackers advance time to work out how to exploit the bug.

Satnam Narang at Tenable said the number of flaws fixed this month far surpasses the previous record-setting year 2020, when Microsoft patched 1,261 CVEs.

β€œWe’ve now crossed the 4,000 CVE mark with two months left to go,” he said.

Microsoft credits large language models for the high volume of bug discovery, and presumably AI gets credit for many of the patches used to fix these flaw. Meanwhile, security experts have been warning that these unusually large patch volleys from Microsoft are placing extra strain on corporate security teams, which often have to test individual updates before deploying them across a network to ensure the fixes don’t cause problems for other software.

Tyler Reguly, associate director of security research and development at Fortra, notes that just 26 Microsoft vulnerabilities appeared in the β€œKnown Exploited Vulnerabilities” (KEV) catalog maintained by the U.S. Cybersecurity & Infrastructure Security Agency (CISA) so far this year, and security teams would do well to prioritize patching those 26 vulnerabilities first.

β€œSecurity leaders should focus on exploitable risk, and ask whether their teams have the clarity, capacity and support to act,” Reguly said.

Which vulnerabilities deserve the most scrutiny in your organization? The folks at Cisco Talos have a useful roundup of the more noteworthy flaws that Microsoft fixed today, and of course the SANS Internet Storm Center has a reliable roundup that indexes vulnerabilities by severity, CVE number and affected software.

September 28, 2026 Apple Updates

Apple has released Updates again on Sept 28, 2026. The updates for the newer versions of the Operating Systems, macOS Golden Gate 27.0.1, iOS/iPadOS 27.0.1, watchOS 27.0.1, and visionOS 27.0.1, have no published CVE entries, and deal mostly with bug fixes that typically show up after a major version release. The iPhone 18 Pro and […]

September 14, 2026 Apple Updates

Apple has released Security Updates on Sept 14, 2026, including the new OS versions 27 across the board: macOS Golden Gate 27, iOS/iPadOS 27, watchOS 27, tvOS 27, HomePodOS 27, and VisionOS 27. There are over 100 vulnerabilities fixed in macOS 27 and iOS/iPadOS 27. Security updates were also released for older versions of macOS […]

Should we patch faster?

ISSUE 23.37 β€’ 2026-09-14 PATCH WATCH By Susan Bradley Is AI pushing us to patch faster? Recently, I sat down with Richard Campbell of the RunAsRadio podcast to talk about patching, security, and whether we should patch faster just because of AI. I made the point that vulnerability counts do not equate to exploitation. The […]

August 17, 2026 Apple Updates

For the third time in as many weeks, Apple hasΒ  released Security Updates for its more recent hardware. Today’s release included macOS Tahoe 26.6.2 and iOS/iPadOS 26.6.1.Β  Earlier, macOS Tahoe received some updates for macOS alone, causing the difference in the version numbers. Apple also released updates for iOS 18.7.10 and iPadOS 18.7.10 for devices […]

August 6, 2026 Apple Updates

On August 6, 2026, Apple released Updates for macOS Tahoe 26.6.1, macOS Sequoia 15.7.9, macOS Sonoma 14.8.9. Only eleven days ago, Apple released a massive number of patches for vulnerabilities in their various Operating Systems. They are once again pushing out updates to cover security issues without waiting for the next version change, and saying […]

July 27, 2026 Apple Updates

On July 27, 2026, Apple released Updates for macOS Tahoe 26.6, macOS Sequoia 15.7.8, macOS Sonoma 14.8.8,Β  iOS/iPadOS 26.6, watchOS 26.6, tvOS 26.6. HomePod 26.6. Safari 26.6 was also released for Sequoia and Sonoma. After the rushed patching of the v26 OSs on June 29th, Apple has once again released a multitude of security patches […]

Windows 10 and Office

MICROSOFT 365 By Peter Deegan Microsoft recently extended the Windows 10 ESU plan until October 2027. What you might not realize is that neither Microsoft 365 updates nor Office updates are part of the ESU offering. Office 2021 support ends in mere months. Microsoft’s original plan was to offer the Windows 10 Extended Security Updates […]

Stuff that really bugs me

COMMENTARY By Will Fastie I don’t have a problem embracing change, except for grocery prices. In most cases, my complaints are usually centered on things made worse by changes or on things that should be changed but aren’t. I want stuff to advance, to become better and more helpful. My complaints seem to be rising. […]

Getting full value from your tech

ISSUE 23.27 β€’ 2026-07-06 TAME YOUR TECH By Susan Bradley Microsoft’s surprising decision to add another year to the Windows 10 Extended Security Update program was welcome news to those stunned by the dramatic price increases of core system components. It means the urgency to acquire new Windows 11–compatible hardware is gone, at least for […]

Internet of Things Exploration: 2016 Ford Flex

David Fletcher// My wife and I recently purchased a 2016 Ford Flex to replace an aging version of the same make and model that met an untimely fate. During the […]

The post Internet of Things Exploration: 2016 Ford Flex appeared first on Black Hills Information Security, Inc..

Attacking Exchange with MailSniper

Beau Bullock // I’ve added in a few modules to MailSniperΒ that will assist in remote attacks against organizations that are hosting an externally facing Exchange server (OWA or EWS). Specifically, […]

The post Attacking Exchange with MailSniper appeared first on Black Hills Information Security, Inc..

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