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Windows 10 Gets Another Reprieve, And This Was Easy to See Coming

June 26, 2026 by Edward Silha

A humorous cartoon comparing Windows XP and Windows 10 as two stubborn old operating systems refusing to retire while Microsoft looks frustrated.Back in the fall, I said Microsoft was going to have to extend Windows 10 support again. The numbers made it obvious. There were simply too many machines still running it, and not enough realistic paths to Windows 11 for a huge chunk of users. Now here we are.

Microsoft has quietly added another year to its Extended Security Updates program for Windows 10, pushing support out to October 12, 2027. That gives users an extra twelve months of critical security patches beyond the original cutoff, and it confirms what a lot of us in IT already suspected. Windows 10 was never going away on Microsoft’s original timeline. [Read more…]

Filed Under: Blog, Tech In General Tagged With: cybersecurity, enterprise IT, ESU, extended security updates, Microsoft, Microsoft support lifecycle, operating systems, PC hardware requirements, TPM 2.0, Windows 10, Windows 11, Windows upgrades, Windows XP comparison

The AI Free Ride Is Starting to End

May 22, 2026 by Edward Silha

Cartoon-style illustration of a worried office worker sitting at a desk in front of a laptop while reviewing a report that shows rapidly rising costs. The report features a gauge in the red zone and a stack of coins, suggesting escalating expenses. Large windows behind him reveal a city skyline at sunset, while coffee cups and a laptop on the desk reinforce the corporate office setting. The image symbolizes growing concern over the rising cost of AI tools and enterprise technology spending.The AI subsidy era is ending, and the bills are finally showing up.

Microsoft is reportedly cutting back internal Claude Code licenses and steering developers toward GitHub Copilot CLI instead. It matters because this is Microsoft, not some cash-strapped startup. This is the company that poured billions into OpenAI, owns GitHub, and runs one of the biggest cloud businesses on earth. If even Microsoft is looking at token-based usage and deciding the math does not work, everyone else should probably pay attention. [Read more…]

Filed Under: AI, Blog, Tech In General Tagged With: AI bubble, AI budgets, AI pricing, AI valuation, Anthropic, Claude Code, enterprise AI, generative AI, GitHub Copilot, Microsoft, Microsoft Azure, OpenAI, token pricing, Uber, usage-based billing

Hackers Are Now Using Microsoft Teams to Break Into Corporate Networks

May 14, 2026 by Edward Silha

Microsoft Teams Phishing Attacks Target Corporate NetworksFor years, companies drilled one thing into employees’ heads: don’t trust weird emails. Problem is, attackers adapted. Instead of fighting against people’s skepticism around email, they moved to platforms employees already trust without thinking twice about it. One of the biggest targets right now is Microsoft Teams

A threat group called KongTuke has been using Teams chats to get inside corporate networks, and honestly, it’s working disturbingly well. Instead of blasting out phishing emails, they pose as internal IT staff and message employees directly through Teams. Sometimes they’re operating from already-compromised Microsoft 365 accounts. Other times they create fake accounts designed to look close enough to pass a quick glance. Either way, the attack can go from first contact to compromised system in just a few minutes. [Read more…]

Filed Under: Cybersecurity, Tech In General Tagged With: corporate cybersecurity, cybersecurity, enterprise security, initial access brokers, KongTuke, malware, Microsoft 365, Microsoft 365 security, Microsoft Teams, ModeloRAT, phishing, PowerShell attacks, ransomware, social engineering, Teams phishing, Windows security

AI is increasing the intensity of work rather than reducing it

April 8, 2026 by Edward Silha

A cartoon office worker at a desk surrounded by multiple screens and notifications while a friendly robot keeps handing them more tasks, showing overload.There’s a growing argument that AI is increasing the intensity of work instead of reducing it, and honestly, that tracks.

Everyone keeps talking about how AI is supposed to save time. That’s technically true. The problem is what happens next.

You finish something in half the time, and instead of getting breathing room, you get more work. Not later. Immediately. What used to be a full day turns into half a day, and now you’re expected to fill the rest. That’s what people are actually feeling right now. It’s not less work. It’s the same job compressed and then expanded again. [Read more…]

Filed Under: AI, Blog Tagged With: AI productivity, AI workload, artificial intelligence, automation impact, digital transformation, enterprise AI, future of work, productivity paradox, tech economy, workplace automation

Microsoft Eliminates SharePoint Email Passcodes, Forcing Move to Entra Guest Accounts

March 13, 2026 by Edward Silha

Cartoon illustration of Microsoft SharePoint file sharing changing from email passcodes to Microsoft Entra guest accounts for external access.Microsoft is retiring the email passcode system long used to grant temporary access to shared files in SharePoint Online and OneDrive for Business. The company plans to replace it with Microsoft Entra B2B guest accounts, shifting external collaboration toward a fully identity-based model across Microsoft 365.

The change affects both commercial and government cloud environments. Beginning in May 2026, new external sharing invitations will start using Entra B2B instead of the existing one-time passcode system. The transition will accelerate through the summer, with the older authentication method beginning its shutdown in July and disappearing completely by the end of August 2026. [Read more…]

Filed Under: Blog, Cybersecurity, Tech In General Tagged With: Conditional Access, Entra B2B, external sharing, guest accounts, identity management, Microsoft, Microsoft 365 security, Microsoft Entra, OneDrive for Business, SharePoint Online

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