Sleep is perhaps the most critical human activity for well-being, but seldom receives the priority it deserves. We get less rest than we need, and the respite we do achieve is often not in proper or comfortable postures. We present a smart pillow “RePose” to explore a new genre of soft, shape-changing auto-adaptive furniture. This new class of interactive "Smart Furniture" device themed around pillows, couches, and beds are designed to transform for, conform to, and inform the user as they rest. Using inflatable pouches and pressure-sensors, RePose detects uncomfortable or unergonomic usage and changes its shape and stiffness accordingly to promote good posture. The result is a pillow that is comfortable for everyone in every situation, and is capable of a variety of additional functionalities for sensing and actuation.