Health monitoring and field‐testing have been two emerging technologies for investigating the real‐world behaviors of high‐rise buildings. The five primary motivations of the two monitoring‐oriented methods are first presented. The four fundamental steps of the data‐driven process are followingly discussed. Then, the state‐of‐the‐art structural health monitoring systems on four representative super‐tall buildings and the relevant data analysis methodologies are reviewed, with the summary of the corresponding observations from data interpretation. The recent practice on seismic monitoring and data‐informed structural evaluation are discussed. Especially, the tradeoff problem on parametric identification for data‐driven modeling of real‐life structures is presented. Finally, the future of health monitoring and field‐testing of high‐rise buildings is presented with several potential issues highlighted.