The current standard for monitoring patients’ health conditions and predicting complications is discontinuous and suffers from inter-observer variations, which can lead to over- or under-treatment. Therefore, it is critical to address the shortcomings of the current standard and develop continuous and more standardized tools. In this talk, I will introduce AI-based technologies that can be used to monitor health and predict complications of vulnerable patient populations including infants and minority groups. I will also discuss how these technologies are designed to be lightweight to enable its use in portable and wearable devices. I will also show how the performance of these technologies was comparable to that of trained health professionals. Finally, I will conclude by presenting pressing challenges and several future directions for AI-enabled wearable technology in healthcare.