This volume features a collection of papers on emerging concepts, significant insights, novel approaches and ideas in information systems development (ISD). It examines and investigates up-and-coming trends in ISD in general, emphasizing the continuous collaboration between developers and operators to optimize the software delivery time. The book gathers selected papers from the 29th International Conference on Information Systems Development held at Universitat Politècnica de València, Spain, September 8-10, 2021. The theme of ISD2021 was “Crossing Boundaries between Development and Operations (DevOps) in Information Systems.” The revised and extended papers focus on the influences among information systems, organizational structures, processes and people from its conception to its operation. They examine methodological issues and ways in which the IS designers, developers and operators are transforming organisations and society through information systems.