Personally Identifiable Information (PII) is any content that is sensitive that needs to be treated as secure and private. When data pieces such as a person's name, address, Social Security number, phone number, email address, and so on may be used to identify a specific individual, they are deemed PII. As organizations grow, so does their volume of data. This makes identifying and protecting such sensitive resources at a scale quite complex. In this project, we demonstrate where and how PII can be discovered and how we developed a working prototype of a tool that can easily detect PII images using advanced artificial intelligence (AI) techniques such Optical Character Recognition (OCR) and image classification using Convolutional Neural Networks (CNN).