The implementation of artificial intelligence (AI) is rapidly growing in many fields. AI tools now aid decision-makers by providing insights through analytics with advanced data processing and analysis techniques. AI can assist organisations in cybersecurity governance, cyber hygiene practices, and cyber resiliency, e.g. strategies, routines, and practices to ensure an ability to prepare, adapt, withstand, and recover from cyberattacks. However, AI can also assist cybercriminals in developing harmful code faster and scaling up attacks. Antagonists can also swiftly spread disinformation and fake news with false identity on a large scale, targeting employees directly as an example. AI benefits are manifold, but its challenges on organisations and work must be reflected. Voices are raised today to review AI implementation and use in organisations. This chapter aims to contribute to the reflection by discussing AI’s organizational and managerial challenges in cybersecurity.