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As Windows turns 40, Microsoft faces an AI backlash

DATE POSTED:November 20, 2025

It feels like Microsoft is blindly racing toward another Windows 8 situation. Windows 8 was arguably the most divisive release of Windows in its 40-year history, as Microsoft attempted to overhaul the operating system for a touch-first future. Spooked by the iPad, the company shipped a radical overhaul that ditched the familiar Start menu and left users frustrated and confused. They weren't quite ready for the future that Microsoft envisioned.

As I look at Windows 11 today, on the 40th anniversary of the operating system's release, its ongoing AI overhaul is starting to feel similar to that controversial redesign.

Microsoft detailed its v …

Read the full story at The Verge.