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Without change, the scale and frequency of data breaches will continue to increase. To reverse the trend we must better understand how exactly, people contribute to cybersecurity and if and how AI can mitigate these risks. In December 2019, Oracle surveyed 300 enterprise-level IT decision makers nationwide to examine concerns around cybersecurity posture and potential solutions. The survey evaluated the state of cybersecurity preparedness and trust in employing AI to address security gaps at organizations with 500 or more employees. It saw key red flags from patching protocols to workforce constraints that created a cycle of vulnerability and error.