This article presents a modified version of the bridge drawing assessment administered to a substance use disorder population at admission and discharge from a residential addiction treatment center. Following an overview of the bridge drawing assessment and method, the authors present two case descriptions that illustrate how the modified task enabled clients to visualize and understand their transition process, as well obstacles they were less consciously aware of, such as fears and de-motivators. Equally, clients' strengths, aptitudes, and hopes were brought into more conscious awareness.