We math teachers tend to ask a lot of questions as we work with students. These questions have various purposes, including building relationships, establishing and strengthening norms, communicating processes, and managing student activities. Many, of course, focus on mathematics content. Here we explore teacher questions that support student higher order thinking about mathematics content. These questions are designed to develop facility with those mathematical practices necessary for complex problem-solving, including connecting concepts and approaches, extending students’ thinking by making and testing conjectures, making generalizations, being creative, and applying critical thinking.