Abstract: Image analysis systems and methods are disclosed including a computer system executing instructions to receive a plurality of aerial image files of a building having a roof including a first aerial image file taken from a first viewpoint of the building and a second aerial image file taken from a second viewpoint of the building different than the first viewpoint; determine a pitch and an area of one or more roof sections based on image analysis performed on the aerial image files, wherein the image analysis comprises constructing a three-dimensional model of one or more roof sections; generate a roof report that includes the pitch and the area of the one or more roof sections based on the determined pitch and area of the one or more roof sections, wherein the pitch is indicative of a vertical rise of a roof section over a horizontal run of the roof section.