Bainbridge’s Ironies of Automation was a prescient description of automation related challenges for human performance that have characterised much of the 40 years since its publication. Today a new wave of automation based on artificial intelligence (AI) is being introduced across a wide variety of domains and applications. Not only are Bainbridge’s original warnings still pertinent for AI, but AI’s very nature and focus on cognitive tasks has introduced many new challenges for people who interact with it. Five ironies of AI are presented including difficulties with understanding AI and forming adaptations, opaqueness in AI limitations and biases that can drive human decision biases, and difficulties in understanding the AI reliability, despite the fact that AI remains insufficiently intelligent for many of its intended applications. Future directions are provided to create more human-centered AI applications that can address these challenges.