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Windows 11: A Forced Upgrade for the Agentic Web

Start It Up and Wait

by Dana Blankenhorn
May 23, 2025
in A-Clue, AI, Apps, Business, business models, business strategy, e-commerce, futurism, history, innovation, intellectual property, Internet, investment, software, Tech, The 2020s and Beyond, Web/Tech
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When I first read about it, Microsoft’s move to end support for Windows 10 took me back 30 years.

My mind raced back to the launch of Windows 95, which forced millions of us to upgrade our desktops. The benefits weren’t immediately apparent. The new machines didn’t run browsers any faster than our old ones.

As a writer I didn’t need the expense and hadn’t needed it for 10 years. As a journalist it was essential. I had to write about these guys and run what they wrote. Windows 95 applications needed more speed and storage than those on Windows 3.1. I remember it especially for Tuneland, the short-lived CD-ROM, backed by Hollywood celebrities, that was supposed to revolutionize education by turning learning into a cartoon. (It didn’t.)

A forced upgrade brings three kinds of new programs to us. These are the useless (Microsoft Bob), the less obviously useless (Tuneland), and the truly useful. Which of the new capabilities are garbage, and which have value, can’t be known for months, maybe years. Then you wake up one day to see you’re doing things differently, maybe even more efficiently.

Under the hood, Windows 95 led to the broadband revolution and the database revolution, while in the headlines thousands of dot-com millionaires danced and dreamed, then crashed and burned.

Pymnts has a non-bylined piece out this week describing what’s under the hood in the latest forced upgrade. I took a look.

Beyond the Hype

Infrastructure leads to infrastructure, and Windows 11 PCs are infrastructure, just like the new PCs I bought for Windows 95 were infrastructure. The revolution lies in what technologists do with that infrastructure beyond our sight.

In the case of AI, the foreground has billionaires insisting they’re going to replace people with software, and workers with robots. These are like the dot-com bros of a generation ago.

It’s what lies beneath, and how it’s used, that will matter to your kids. The key bit with Windows 11 will be the Model Context Protocol (MCP), a sort of AI middleware that will play traffic cop among all the AI agents trying to get into your stuff and into your head.

MCP will feed into Foundry Local, a tool to lets AI features run without the Internet. (How they got to use the name Foundry without paying Palantir is a mystery to me.)

Finally there is NL Web, which lets developers quickly turn web sites and APIs into AI agents that understand and take action on Web content. Microsoft CTO Kevin Scott calls it “HTML for the agentic web,” a claim that will have to be tested before I buy it.

What Is This?

PYMNTS calls the result of what Microsoft is doing an “AI playground” but it’s less a playground than a sports arena. It’s meant to draw a crowd. (What kind of crowd? Ask the guy who let Shai Gilgeous-Alexander go to Oklahoma City.)

As part of the Great Game of AI, Microsoft wants to become the foundation on which other things are built, hoping everyone builds on that foundation.

Windows 11 turns out to be more like Windows NT than Windows 95. The difference is they’re making consumers buy new hardware rather than developers. It’s meant to quietly enable new infrastructure that will show its value years down the road.

It’s a long game, as opposed to the long con you read about in public.

 

Tags: AIMicrosoft
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Dana Blankenhorn

Dana Blankenhorn

Dana Blankenhorn began his career as a financial journalist in 1978, began covering technology in 1982, and the Internet in 1985. He started one of the first Internet daily newsletters, the Interactive Age Daily, in 1994. He recently retired from InvestorPlace and lives in Atlanta, GA, preparing for his next great adventure. He's a graduate of Rice University (1977) and Northwestern's Medill School of Journalism (MSJ 1978). He's a native of Massapequa, NY.

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I'm Dana Blankenhorn. I have covered the Internet as a reporter since 1983. I've been a professional business reporter since 1978, and a writer all my life.

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