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NIS2, HIPAA, PCI DSS: What compliance means when you can't upgrade your OS

Compliance frameworks don’t have a checkbox for "we know it’s a problem, but we can’t afford to fix it right now." Yet that’s the position thousands of organizations find themselves in — bound by regulation to meet security standards that their operating systems are physically incapable of supporting. If you run Windows XP, Server 2003, or any other unsupported OS in a regulated environment, the compliance obligation doesn’t go away just because the upgrade path is blocked.