This article evaluates how to implement differentiated assessment effectively in a high school setting. Differentiated assessment is vital for encouraging students to express their understanding of outcomes. In early and middle years education, differentiated assessment is quite common. In high schools, a lecture and worksheet followed by a test environment can be more commonplace. With appropriate rubrics, differentiated assessment can provide all students with the opportunity to choose a preferred method to express their understanding. Such an environment fosters creativity and encourages all children to think outside the box.