We explore the paradox that the boundaries we build to contain complexity often become the very features users and agents exploit to optimize their outcomes. From Andrea Filiberto Lucas’s take on porous sandboxes to Zeeshan Khalid’s advice on translating design data into business risk, we examine how treating constraints as structural elements rather than mere limits can bridge the gap between user efficiency and business goals. Join us as we untangle why zero-friction interfaces are rare and how choosing the right constraints—whether for familiarity or novelty—defines the success of your design.