Methods and systems are provided for an intelligent auto-fill process capable of smartly filling objects on a canvas using selected context-based images. Content related to the canvas is analyzed to determine context tags related to the canvas. The context tags are used to generate a media list comprised of one or more context-based image. The media list is used to automatically fill at least one object on the canvas such that a relevant part of the context-based image is visible. In this way, objects on a canvas can be automatically filled with images related to the context of the canvas.