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Microsoft Steps Up Windows 10 Upgrade Prompts as ESU Rollout Lags

Many Windows 10 PCs still lack the ESU signup button due to a staggered rollout.

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Overview

  • Full-screen notifications urging an upgrade to Windows 11 are appearing more often since the August update, and reminders persist even after choosing to keep Windows 10.
  • Microsoft confirms Windows 10 support ends on October 14, 2025, when regular security updates and technical support will stop.
  • The Extended Security Updates enrollment wizard is rolling out slowly, with many users not yet seeing the signup option in Windows Update.
  • Microsoft says the ESU signup will reach all eligible Windows 10 PCs before the cutoff, and a recent enrollment glitch that blocked signups has been fixed.
  • Users can extend updates to October 2026 via free OneDrive settings sync, a $30 license, or by redeeming 1,000 Microsoft Rewards points.