Microsoft's Patch Tuesday, introduced two decades ago to provide predictability in security updates, has transformed into a significant challenge for IT teams due to the massive growth in vulnerabilities. The increasing complexity and number of Microsoft product vulnerabilities have created an expansive attack surface, compelling adversaries to exploit these weaknesses frequently. Despite Microsoft issuing over 10,900 patches since Patch Tuesday's inception, the sheer volume of vulnerabilities persists, with more than 800 patches released in 2023 alone. This has resulted in a burdensome cycle for security teams, who must prioritize and address these issues swiftly to prevent exploits. While originally intended to streamline the patching process, Patch Tuesday now symbolizes the broader vulnerability crisis in the industry, underscoring the need for more secure product designs and proactive vulnerability management by organizations.