Technology Advisor Blog

Microsoft released its June 2026 Patch Tuesday security update yesterday and this one is historically large.

June 2026 marks the largest single Patch Tuesday release in the program's history, addressing 200 security vulnerabilities across Windows, Office, Azure, Exchange, Hyper-V, and related products. For small businesses in Massachusetts that rely on Windows devices, there are several things worth understanding before the end of the week.

At Ekaru, we provide managed IT services for small businesses across greater Boston. Staying ahead of security patches is one of the most important things a small business IT support provider can do for its clients. Here is what matters most this month.

Microsoft released its May 2026 Patch Tuesday security yesterday. Update KB5089549 is now rolling out to all Windows 11 devices. While this update isn't the flashiest release of the year, it includes improvements that small business owners and their teams will actually notice day to day, along with a critical security deadline that cannot be ignored.

April 2026 Updates Released Today

If your computer prompts you to restart today, you might be tempted to click Remind Me Later and move on with your day.

You wouldn’t be alone.

But that small pop-up is tied to one of the most important cybersecurity habits a business can have: staying current with updates.

Today is Patch Tuesday - the second Tuesday of each month, when Microsoft releases security updates, bug fixes, and system improvements for Windows and other Microsoft products. It happens quietly in the background for most people, but for IT teams and cybersecurity professionals, it’s a date we watch closely every single month. Microsoft publishes these releases through its official Security Update Guide each month.

At Ekaru, we pay attention to Patch Tuesday because these updates often fix the kinds of weaknesses attackers look for first. And while updates may seem routine, falling behind can create real risk.

In February, Windows 11 Updates consisted of its monthly Patch Tuesday fixes, AI features to boost workflow productivity, connecting your mobile device to your desktop, updates in voice narration controls, and accumulative performance updates.

Security updates aren’t the most exciting topic—but they are one of the most important parts of keeping your business protected.

Right now, we’re seeing something that surprises a lot of people: about 13% of the systems in our community need a reboot.  That means critical security updates are downloaded… but not fully protecting those computers yet.

Why reboots matter more than most people realize

Each month, Microsoft releases security fixes (often called “Patch Tuesday”). Behind the scenes, we carefully test critical patches within 24 hours, then roll out additional updates over the following week. This testing and deployment process is a core part of a healthy security program.

Here’s the catch: many of those security patches don’t actually take effect until you reboot.  And we're seeing too many computers in our community that haven't been rebooted in too long.

Even more important, some patches are sequential. If the first update doesn’t fully install because the

October was National Cybersecurity Awareness month, and today, November 30th is "Computer Security Day".  Security awareness is a big part of keeping your business safe - keep security top of mind for you, your employees, and your family today and everyday

Everyone thinks they won't click on a phishing link, but when we run tests, there's always someone who does!