Microsoft’s deadline has turned a familiar upgrade debate into a hard choice for IT teams, small businesses and power users: with Windows 10’s free mainstream support ending on October 14, 2025, organizations face a three-way decision—move to Windows 11, buy time with Extended Security Updates (ESU), or migrate off Windows altogether—and the fallout is exposing the limits of incremental OS transitions, hardware politics, and user tolerance for forced change.
Background / Overview
Microsoft...