Teachers often want to give students freedom to do an activity or project that connects to their passions and interests. Unfortunately teachers don’t have a way to make sure that these passion projects are challenging and rigorous enough. The sport of competitive diving has a degree of difficulty table, and figure skating jumps have base values to help judges with scoring. But teachers don’t have a tool to understand the complexity—and therefore quality—of student-led passion projects. The Project Degree of Difficulty Assessment is designed to help teachers, students, and parents evaluate the overall level of challenge that individual students or student teams are likely to encounter when they take on a passion project or real world activity. This assessment focuses on 13 dimensions that combine to influence the level of challenge students will face when implementing a change initiative. Best of all, this assessment can be adopted and adapted for any grade, any subject, and any project.