Doug Sillars discusses using AI and machine learning to simplify image preparation for the web. He describes how object detection can be used for automatic cropping, blurring, object removal, and generating alt text. Sillars also demonstrates training a model to add sunglasses to images with minimal manual editing. Throughout the document, Sillars provides examples of using various libraries and services like ImageAI, TensorFlow, Google Cloud, and Cloudinary to perform these image processing tasks with machine learning.