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Twelve pilot project participants with intellectual and/or developmental disabilities used mobile devices (smartwatch and smartphone technology) and individualized apps focused on time management, coping, budgeting, exercise, and safety to support independence and community engagement. Ten participants with intellectual and/or developmental disabilities (IDD) and five front-line Coordinators participated in post-project focus groups within which common patterns of responses and salient findings were noted, including the emergence of a peer technology expert. Five themes emerged from focus group data, which were developed into five broad technological, clinical, and methodological recommendations for phase two that will follow this pilot project. Duration data showed variable change in pre–post duration of supports; related changes were part of these recommendations. A small sample size and pilot study status suggests cautious interpretation and application of results beyond the immediate context of this project; however, this pilot project has developed a foundation for a more comprehensive intervention.