Abstract: Examples disclosed herein relate to content resizing. An example method can include identifying an input content boundary of content in an input document file based on internal structure data of the input document file. The example method may also include storing a received user input of preferences for a new size and a detected rotation for an output document file. The example method may also include generating a calculated ratio between an input document display size and an output document display size. In an example, the method may include mapping a coordinate system to each point of the input content boundary. In an example, the method may also include drawing output content into the output document file by applying the calculated ratio and the detected rotation for the output document file to the mapped coordinate system of the content in the input content boundary.