Microsoft today released software updates to plug a whopping 172 security holes in its Windows operating systems, including at least two vulnerabilities that are already being actively exploited. October’s Patch Tuesday also marks the final month that Microsoft will ship security updates for Windows 10 systems. If you’re running a Windows 10 PC and you’re unable or unwilling to migrate to Windows 11, read on for other options.

The first zero-day bug addressed this month (CVE-2025-24990) involves a third-party modem driver called Agere Modem that’s been bundled with Windows for the past two decades. Microsoft responded to active attacks on this flaw by completely removing the vulnerable driver from Windows.

The other zero-day is CVE-2025-59230, an elevation of privilege vulnerability in Windows Remote Access Connection Manager (also known as RasMan), a service used to manage remote network connections through virtual private networks (VPNs) and dial-up networks.

“While RasMan is a frequent flyer on Patch Tuesday, appearing more than 20 times since January 2022, this is the first time we’ve seen it exploited in the wild as a zero day,” said Satnam Narang, senior staff research engineer at Tenable.

Narang notes that Microsoft Office users should also take note of CVE-2025-59227 and CVE-2025-59234, a pair of remote code execution bugs that take advantage of “Preview Pane,” meaning that the target doesn’t even need to open the file for exploitation to occur. To execute these flaws, an attacker would social engineer a target into previewing an email with a malicious Microsoft Office document.

Speaking of Office, Microsoft quietly announced this week that Microsoft Word will now automatically save documents to OneDrive, Microsoft’s cloud platform. Users who are uncomfortable saving all of their documents to Microsoft’s cloud can change this in Word’s settings; ZDNet has a useful how-to on disabling this feature.

Kev Breen, senior director of threat research at Immersive, called attention to CVE-2025-59287, a critical remote code execution bug in the Windows Server Update Service  (WSUS) — the very same Windows service responsible for downloading security patches for Windows Server versions. Microsoft says there are no signs this weakness is being exploited yet. But with a threat score of 9.8 out of possible 10 and marked “exploitation more likely,” CVE-2025-59287 can be exploited without authentication and is an easy “patch now” candidate.

“Microsoft provides limited information, stating that an unauthenticated attacker with network access can send untrusted data to the WSUS server, resulting in deserialization and code execution,” Breen wrote. “As WSUS is a trusted Windows service that is designed to update privileged files across the file system, an attacker would have free rein over the operating system and could potentially bypass some EDR detections that ignore or exclude the WSUS service.”

For more on other fixes from Redmond today, check out the SANS Internet Storm Center monthly roundup, which indexes all of the updates by severity and urgency.

Windows 10 isn’t the only Microsoft OS that is reaching end-of-life today; Exchange Server 2016, Exchange Server 2019, Skype for Business 2016, Windows 11 IoT Enterprise Version 22H2, and Outlook 2016 are some of the other products that Microsoft is sunsetting today.

If you’re running any Windows 10 systems, you’ve probably already determined whether your PC meets the technical hardware specs recommended for the Windows 11 OS. If you’re reluctant or unable to migrate a Windows 10 system to Windows 11, there are alternatives to simply continuing to use Windows 10 without ongoing security updates.

One option is to pay for another year’s worth of security updates through Microsoft’s Extended Security Updates (ESU) program. The cost is just $30 if you don’t have a Microsoft account, and apparently free if you register the PC to a Microsoft account. This video breakdown from Ask Your Computer Guy does a good job of walking Windows 10 users through this process. Microsoft emphasizes that ESU enrollment does not provide other types of fixes, feature improvements or product enhancements. It also does not come with technical support.

Windows 10 users also have the option of installing some flavor of Linux instead. Anyone seriously considering this option should check out the website endof10.org, which includes a plethora of tips and a DIY installation guide.

Linux Mint is a great option for Linux newbies. Like most modern Linux versions, Mint will run on anything with a 64-bit CPU that has at least 2GB of memory, although 4GB is recommended. In other words, it will run on almost any computer produced in the last decade.

Linux Mint also is likely to be the most intuitive interface for regular Windows users, and it is largely configurable without any fuss at the text-only command-line prompt. Mint and other flavors of Linux come with LibreOffice, which is an open source suite of tools that includes applications similar to Microsoft Office, and it can open, edit and save documents as Microsoft Office files.

If you’d prefer to give Linux a test drive before installing it on a Windows PC, you can always just download it to a removable USB drive. From there, reboot the computer (with the removable drive plugged in) and select the option at startup to run the operating system from the external USB drive. If you don’t see an option for that after restarting, try restarting again and hitting the F8 button, which should open a list of bootable drives. Here’s a fairly thorough tutorial that walks through exactly how to do all this.

And if this is your first time trying out Linux, relax and have fun: The nice thing about a “live” version of Linux (as it’s called when the operating system is run from a removable drive such as a CD or a USB stick) is that none of your changes persist after a reboot. Even if you somehow manage to break something, a restart will return the system back to its original state.

As ever, if you experience any difficulties during or after applying this month’s batch of patches, please leave a note about it in the comments below.

MICROSOFT 365 By Peter Deegan Don’t totally dismiss artificial intelligence. It’s not all bad. Used with a little caution, it can be a wonderful helper for everyone, not just Microsoft 365 users. I know Copilot and AI are sometimes considered unnecessary. There is an understandable suspicion of AI generally and of Microsoft’s Copilot in particular. […]

A clever malware deployment scheme first spotted in targeted attacks last year has now gone mainstream. In this scam, dubbed “ClickFix,” the visitor to a hacked or malicious website is asked to distinguish themselves from bots by pressing a combination of keyboard keys that causes Microsoft Windows to download password-stealing malware.

ClickFix attacks mimic the “Verify You are a Human” tests that many websites use to separate real visitors from content-scraping bots. This particular scam usually starts with a website popup that looks something like this:

Clicking the “I’m not a robot” button generates a pop-up message asking the user to take three sequential steps to prove their humanity.

Step 1 involves simultaneously pressing the keyboard key with the Windows icon and the letter “R,” which opens a Windows “Run” prompt that will execute any specified program that is already installed on the system.

Step 2 asks the user to press the “CTRL” key and the letter “V” at the same time, which pastes malicious code from the site’s virtual clipboard.

Step 3 — pressing the “Enter” key — causes Windows to download and launch malicious code through “mshta.exe,” a Windows program designed to run Microsoft HTML application files.

“This campaign delivers multiple families of commodity malware, including XWorm, Lumma stealer, VenomRAT, AsyncRAT, Danabot, and NetSupport RAT,” Microsoft wrote in a blog post on Thursday. “Depending on the specific payload, the specific code launched through mshta.exe varies. Some samples have downloaded PowerShell, JavaScript, and portable executable (PE) content.”

According to Microsoft, hospitality workers are being tricked into downloading credential-stealing malware by cybercriminals impersonating Booking.com. The company said attackers have been sending malicious emails impersonating Booking.com, often referencing negative guest reviews, requests from prospective guests, or online promotion opportunities — all in a bid to convince people to step through one of these ClickFix attacks.

In November 2024, KrebsOnSecurity reported that hundreds of hotels that use booking.com had been subject to targeted phishing attacks. Some of those lures worked, and allowed thieves to gain control over booking.com accounts. From there, they sent out phishing messages asking for financial information from people who’d just booked travel through the company’s app.

Earlier this month, the security firm Arctic Wolf warned about ClickFix attacks targeting people working in the healthcare sector. The company said those attacks leveraged malicious code stitched into the widely used physical therapy video site HEP2go that redirected visitors to a ClickFix prompt.

An alert (PDF) released in October 2024 by the U.S. Department of Health and Human Services warned that the ClickFix attack can take many forms, including fake Google Chrome error pages and popups that spoof Facebook.

The ClickFix attack — and its reliance on mshta.exe — is reminiscent of phishing techniques employed for years that hid exploits inside Microsoft Office macros. Malicious macros became such a common malware threat that Microsoft was forced to start blocking macros by default in Office documents that try to download content from the web.

Alas, the email security vendor Proofpoint has documented plenty of ClickFix attacks via phishing emails that include HTML attachments spoofing Microsoft Office files. When opened, the attachment displays an image of Microsoft Word document with a pop-up error message directing users to click the “Solution” or “How to Fix” button.

Organizations that wish to do so can take advantage of Microsoft Group Policy restrictions to prevent Windows from executing the “run” command when users hit the Windows key and the “R” key simultaneously.

Kent Ickler// TLDR: We use a custom dictionary to crack Microsoft Office document encryption.  Then we use a custom dictionary for pwnage in LinkedIn hash database. Background: I recently got […]

The post How to Crack Office Passwords with a Dictionary appeared first on Black Hills Information Security, Inc..

Ethan Robish // As promised in my previous post, part 1, this post shows how to place a tracking bug in a native .xlsx file.  Full credit for this method […]

The post Bugging Microsoft Files: Part 2 – Xlsx Files using Microsoft Excel appeared first on Black Hills Information Security, Inc..

Sally Vandeven // Evading anti-virus scanners has become a bit of a sport around BHIS.  When we do C2 testing for our customers we start with a host on the […]

The post Click to Enable Content appeared first on Black Hills Information Security, Inc..