Cities are growing at an unprecedented pace fuelling the need for sustainable development. Traffic, waterways, buildings, and power are some of the lifelines that provide people with a comfortable space to live, grow and innovate. Building more spaces to accommodate the growing needs of cities is not entirely feasible. Joseph Tainter examines in his book, The Collapse of Complex Societies, how every accrual of infrastructure gives diminished marginal returns. Infrastructure systems were built in a step-by-step, demand-based manner without a careful global plan. More than that, they are rarely designed to integrate. The unanticipated interconnectedness makes them prone to failure. Hurricane Harvey shut down transportation and power for days in Houston. The Atlantic called it a design problem, citing the infrastructure of the city the main reason for its delayed runoff. Why don't we take from biological systems and design networks that learn to anticipate changes in their environment and adapt to provide a more resilient flow of functionality? Society has created and stored more than 90% of data in the last two years alone. I propose to diverge from studying resilience of everything individually and analyse how our systems interact with each other, teach them to learn from data and anticipate alternative approaches to reduce congestion in traffic networks, provide safe evacuation routes through natural disasters, and consume power and water sustainably.