Improving an organization’s technology and data collection capacity can yield many benefits. That has been the case for Homeboy Industries (HBI), whose experience implementing a new data system was described in an earlier InPractice post. But there are complexities and challenges that must be addressed before a successful implementation can take place. This post explores how HBI, one of the largest gang rehabilitation and reentry social service programs in the world, managed that change process. It employed five principles that other organizations may want to consider when launching a new system to ensure that everyone is onboard and prepared for the rollout and that client data can be collected and used effectively by the entire staff: (1) identify staff needs and concerns, (2) design an inclusive process, (3) tailor the training strategy, (4) foster a learning culture, and (5) be willing to adapt.