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The executive summary emphasizes the necessity for a modernized approach to patch management, prioritizing speed over traditional accuracy due to the evolution of cybersecurity risks. Flawless software is unattainable, and despite advancements in development and testing, thousands of patches are still needed monthly. There's a notable shift in the balance between patch deployment risks and rising cyber threats, particularly Zero Day Exploits, which require quick, proactive responses. Though advancements have been made, critical sectors like Operational Technology still face timely deployment challenges. The analysis urges strategic reassessment, advocating for automated methods to enhance cyber resilience. Over the past two decades, automated patch deployment has improved, with systems like Windows and iOS supporting regular updates. Nonetheless, manual testing of patches persists, fearing system disruptions. However, the urgency of rapid patching due to rising cyber threats outweighs these risks. Zero Day vulnerabilities are highlighted as critical threats because attackers exploit them before fixes are available, divided into phases from undiscovered to patched stages. Delayed patch approaches are outdated due to increased cyber risks and more reliable patch processes. Automated patching should be the standard for endpoint devices, but nuanced evaluations are needed for critical systems like business applications and Operational Technology. A comprehensive risk assessment is essential for determining the right patch strategies. The evolving threat landscape demands ongoing revisions of patch strategies, emphasizing automation, clear communication, and comprehensive risk assessment to enhance cybersecurity resilience.