It’s Monday, and there’s some stuff you need to know about right now. Four weeks to a hard deadline. USB printers breaking. And a couple of things coming down the pipe that’ll change how your team works.
Google Workspace MFA Deadline: June 16th, 2026 — Four Weeks Away
Here’s the thing. Google just made two-factor authentication mandatory for every Google Workspace business account. Not a suggestion. Not a nudge. A hard enforcement date with real consequences. By June 16th, 2026, at least one admin account in your Workspace needs to be enrolled in two-step verification, or your account faces access restrictions.
Why is Google doing this? Because Microsoft has been doing it. Because every major platform has figured out that MFA is that important. The villain here is account compromise — one weak password and someone’s in your email, your calendars, your files, your client data. One day of lost admin access means missed appointments, inaccessible contracts, and hours scrambling to reach Google support.
Here’s what you do: Log into your Google admin account at admin.google.com. Go to Security, then Authentication. Verify your admin account has two-step verification turned on. That’s it. Do it this week. Don’t wait until June.
Windows 11 May Update Breaking USB Printers and Barcode Scanners
If your Zebra or Brother label printer stopped working, or your barcode scanner is throwing driver errors, Windows 11’s latest update (22 H2 and 23 H2) is the culprit. These are USB HID class devices, and Microsoft’s new OS is breaking compatibility with them.
Here’s what’s happening under the hood: Microsoft is throwing out old driver systems that have been running for 40 years and replacing them with new ones. Why? Security liability. Keeping ancient systems alive while everything else moves forward creates risk. Your insurance company isn’t going to back you up if you’re running decade-old equipment and something goes wrong. They’ll say you didn’t disclose it, or that you were told not to run it.
You’ve got two choices. One: stay on old gear and old software, save money, but take on security risk you can’t insure. Two: upgrade to newer hardware that works with current Windows versions. If your label makers are down, reach out. We can try to fix it, but you may need to replace the device. Either way, you can’t not update from a security perspective.
Microsoft Copilot Gets Persistent Memory — Coming June 2026
Microsoft announced this week that Copilot is getting persistent memory. That means the AI will remember context across separate sessions — your client preferences, communication styles, recurring workflows, the whole thing. Right now, every time you open a new Copilot session, you’re starting from scratch. You re-explain everything. That’s wasted time.
With memory enabled, Copilot remembers that a particular client prefers formal email tone. It knows your invoice workflow follows a specific sequence. It knows a recurring project has particular requirements. You tell it once, it sticks.
The rollout begins June 2026. This is a real roadmap commitment from Microsoft Build, not vaporware. If they pull this off, it closes a big gap between Copilot and other AI tools. Right now, the blank slate problem — starting over every session — has been cited in multiple usage surveys as a pain point. Fix that, and Copilot becomes a lot more useful for your team.
ChatGPT Pro for Teams: Workflow Automation Layer, $42 Per User Per Month
OpenAI just rolled out ChatGPT Pro for Teams, and it bundles the o3 reasoning model with a no-code workflow automation layer. Price is $42 per user per month. The automation piece is the interesting part.
Here’s the thing about AI automation: if you just tell an AI to do something and expect the same result every time, you’re going to get different outputs. Every. Single. Time. If you want consistency, you need hard-coded automations built in — tools like N8N that stratify workflows and make them concrete. Even then you can get wacky results, but it’s way better than relying on AI to interpret your request the same way twice.
ChatGPT Pro for Teams is rolling out this week. If you’re on ChatGPT, look for it. These new features are often hard to find in the interface, so you might need to poke around. But if your team is drafting quotes from emails or generating job completion reports, this could save you time.
Key Takeaways
- June 16th deadline: Log into admin.google.com, go to Security > Authentication, and enable two-step verification on your admin account. Do it this week.
- Printer issues: If Zebra or Brother label printers are down after the Windows 11 update, you may need to replace the hardware. Reach out if you want us to troubleshoot first.
- Copilot memory: Coming June 2026. If you use Copilot, this is a game-changer for workflow consistency. Watch for the rollout.
- ChatGPT Pro for Teams: Rolling out this week at $42 per user per month. Includes workflow automation. Check your account for availability.
Questions about anything we covered today? Schedule a free IT consultation and we’ll walk through it with your business in mind.