Microsoft will end support for Windows 10 and Windows Server 2019 on October 14, 2025. After this date, Microsoft will no longer provide updates, including security patches and programming fixes, potentially increasing vulnerability to operational failures and cyber threats. Upgrading to Windows 11 may be possible at no additional cost if hardware meets minimum requirements. Companies should consider a migration strategy that balances costs and needs, possibly redistributing older devices for less demanding roles. For server upgrades, it is recommended to consolidate functionalities, utilize physical servers for virtual systems, assess company growth for informed investments, and prioritize redundancy through frequent backups.