In the course of 13 brief days, one of the largest cybersecurity events on record will occur. On October 14, 2025, Microsoft formally ends support for Windows 10, involuntarily flipping 400 million devices globally into unpatched and vulnerable endpoints overnight. For organizations still running Windows 10, this date represents a critical inflection point between security run and disaster exposure. The magnitude of this transition cannot be overstated. Unlike previous Microsoft end-of-life announcements, Windows 10 maintains over 53% of the Windows market as of 2025, which translates to the majority of business computers globally losing security protection at once. Businesses that wait until October 14 are confronted with an extreme spike in the threat of ransomware, zero-day attacks, and compliance problems that can immobilize businesses within weeks. The $30 Billion Extended Security Dilemma Microsoft provides Extended Security Updates (ESU) as a stopgap, but the prices tell us the extent of this crisis. Enterprise ESU subscriptions cost $61 per device for the first year, which doubles every consecutive year to up to three years. For a mid-sized organization of 1,000 Windows 10 endpoints, this comes out to $61,000 for year one alone, going up to $122,000 for year two and $244,000 for year three. Consumer customers pay an annual fee of $30, though European Economic Area citizens have a free alternative and also Microsoft’s cloud backup service. These costs reveal a bitter reality: companies that delayed Windows 11 migration must now pay gigantic financial penalties or unpalatable security vulnerabilities. Supply chain partners still using Windows 10 introduce added third-party risk, with hackers increasingly exploiting the weakest links within business ecosystems to offer lateral access. Companies must scan their own infrastructure but also ensure vendors, contractors, and service providers have upgraded. What Happens After October 14: The WannaCry Precedent The ransomware attack WannaCry is a good lesson in the consequences of running unsupported Windows systems. WannaCry paralyzed hospitals, government agencies, and critical infrastructure in 150 countries. The ransomware attack exploited unpatched versions of Windows XP and Windows 7. With the end of support for Windows 10 fast approaching, experts warn of potential large-scale attacks, and cybercriminals carefully planning support-less versions of Windows attacks and stockpiling zero-day exploits. Systems running unpatched Windows 10 will become more vulnerable as new security flaws will emerge, become unfixable, and not be addressed by Windows 10 updates. Ransomware groups like BlackMatter and Scattered Spider specialize in exploiting legacy systems. The October 14 deadline, security groups predict, will provide a massive Windows 10 attack surface for exploitation. Organizations running unpatched Windows 10 after October 14 will operate systems with known, unfixable, exploitable Windows 10 vulnerabilities. Immediate Action Required: The 13-Day Countdown Prior to October 14, organizations are faced with three viable options, albeit with different consequences. Windows 11 migration is the recommended option for long-term security, but the needed hardware requirements; including TPM 2.0, UEFI firmware, and Secure Boot support, may involve some equipment refreshes. ESU enrollment is an expensive stopgap and will only provide limited protection for three years, while the unpatched Windows 10 option is not a viable choice for any organization that works with sensitive data or is in a compliance-heavy industry. Government agencies have already mandated a Windows 11 migration with complete transitions from the Department of Defense and multiple military branches. The private sector should also conduct emergency hardware audits, fast track procurement processes, and begin tiered migration approaches, even if those extend past October 14. How Sprit Network Protects Organizations Through the Windows 10 Transition Sprit Network knows that the end of support for Windows 10 is more than just an upgrade. It is a major security change that needs protection at all levels of infrastructure. Our Data Centre Security solutions ensure that even during the migration, critical business systems stay safe through strict access controls, continuous monitoring, and strong infrastructure protections that stop unauthorized access during these vulnerable times. Our Perimeter Security framework offers vital protection for mixed Windows environments. We use next-generation firewalls, intrusion detection systems, and threat intelligence to block harmful traffic targeting both older Windows 10 systems and new Windows 11 endpoints. As companies go through the migration, Sprit Network’s Cloud Security solutions protect hybrid environments where some systems may temporarily run on cloud-based virtual machines with Extended Security Update (ESU) protection while physical hardware gets replaced. Most importantly, Sprit Network’s Data and Content Security services ensure that sensitive information remains encrypted and protected, no matter the state of the underlying operating system. With strong data loss prevention, secure backup systems, and clear governance policies, organizations keep their data safe even if temporary security gaps happen during the transition. Our integrated approach means that whether clients choose to upgrade to Windows 11 right away, enroll in temporary ESU, or use hybrid methods, their key business operations and sensitive data remain protected throughout this important cybersecurity change.