People leaving prison experience signifcant challenges upon release. Due to limited funding, only a small proportion of prison leavers receive specialist reintegration support to help them return to the community. Those who receive support have better outcomes across a range of domains and are less likely to be reincarcerated. This study sought to understand how digital services, such as smartphone-based applications, can provide a low-cost, scalable option to extend reintegration support to a broader cohort. To ascertain this, interviews and workshops were conducted with people with lived experience of prison, program staf from a leading community service organisation (CSO) that provides reintegration services, and policy and operational staf from an Australian state's Department of Justice (DOJ). It was found that digital services have the potential to help prison leavers fnd and access relevant services, coordinate their own support, and establish supportive peer networks. This paper outlines the critical design considerations that such a service should encompass, including that it must recognise the diverse needs of prison leavers and embed self-determination. CCS CONCEPTS• Human-centered computing → HCI theory, concepts and models; Interaction design theory, concepts and paradigms.