Microsoft has extended security updates for Windows 10, allowing businesses more time to plan and manage migration without immediate disruptions. This extension helps IT teams mitigate short-term risks but may lead to complacency and delays in necessary upgrades. Organizations risk accumulating technical debt, becoming dependent on costly external partners, and missing out on innovations if they postpone migration. Maintaining outdated infrastructure can become more expensive than upgrading, and reliance on unsupported systems increases the risk of vendor lock-in. Continuous modernization is essential, and businesses should adopt strategies for migrating unsupported applications while ensuring operational continuity. The extension should be seen as a temporary measure rather than a permanent solution, emphasizing the need for ongoing modernization efforts.