Windows 10 Is Outdated—Here’s How I’m Staying Safe

3 mins read Praveen Shivkumar

Why I’m Writing About This

When Microsoft pulled the plug on Windows 10 support this past October, I felt that familiar mix of dread and déjà vu. I’ve lived through end-of-life cycles before—Server 2008, Exchange 2010—and each time, the story is the same: the OS doesn’t suddenly break, but the safety net vanishes. And hackers? They smell blood in the water.

I still have a couple of lab machines running Windows 10—Hyper-V VMs on my ThinkPad with 32GB RAM—because not every client project can jump to Windows 11 overnight. That’s where the real-world headaches begin.

Step-by-Step: How I’ve Managed It

  • First move: I signed up for Extended Security Updates (ESU). It’s not glamorous, but for $30, it buys you another year of patches. I tested this on a dev machine, and the enrollment process was surprisingly smooth once I enabled Windows Backup.
  • Second move: Layered third-party security. I’ve always been a fan of defense-in-depth. I installed a full security suite—antivirus plus firewall—because exploits are the big risk when patches stop coming.
  • Third move: VPN for browsing. Not gonna lie, I used to avoid VPNs on test rigs because they slowed things down. But after one too many “silent black screen” malware scares, I don’t take chances anymore.

Unexpected Issues

Here’s the kicker: most guides say “just upgrade to Windows 11.” But I’ve had clients with hardware that simply won’t pass the compatibility check. One rainy Tuesday in Bengaluru, I spent hours trying to get a legacy accounting app running on Windows 11—it flat-out refused. Sticking with Windows 10 was the only option.

Another surprise? ESU doesn’t cover feature updates or bug fixes. I learned this the hard way when a driver conflict bricked my test VM. No patch, no fix—just me, rolling back snapshots.

Workarounds and Lessons Learned

  • Snapshots are your best friend. Running VMs means I can roll back when things go sideways.
  • Don’t rely on Defender alone. Microsoft will keep updating Defender until 2028, but I’ve seen malware slip past it.
  • Keep backups offsite. I once lost a demo environment because ransomware encrypted my local backup too. Lesson learned: cloud sync plus offline copies.

Final Thoughts

Windows 10 didn’t break overnight, but its safety net did. If you’re still running it, you’re basically walking a tightrope without a harness. ESU buys you time, but it’s not a long-term solution.

Praveen Shivkumar

Praveen Shivkumar

With over 12 years of experience in IT and multiple certifications from Microsoft, our creator brings deep expertise in Exchange Server, Exchange Online, Windows OS, Teams, SharePoint, and virtualization. Scenario‑first guidance shaped by real incidents and recoveries Clear, actionable breakdowns of complex Microsoft ecosystems Focus on practicality, reliability, and repeatable workflows Whether supporting Microsoft technologies—server, client, or cloud—his work blends precision with creativity, making complex concepts accessible, practical, and engaging for professionals across the IT spectrum.

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