This inquiry leads students through an investigation of maps and spatial representation, exploring how and why we depict the physical world the way we do on maps. The compelling question “Can my life fit on a map?” encourages students to consider our ability to represent real-world places on a map. In doing so, students explore the meaning and purpose of maps, the tools that help us represent places, the purposes of those tools, and how we use those tools to read and make maps. This inquiry provides a foundation for students to develop their geographic reasoning and map literacy, both of which are critical to understanding how humans interact with geography and geographic features across time and space. The manner in which students gather, compare and contextualize, and eventually apply evidence should enable them to make and support their arguments in response to the compelling question.