Transportation has been identified as one of the major barriers to successful reentry for prisoners released to community in the United States. We foregrounded transportation and mobility in our design consistent with the new mobilities paradigm and investigated the mobility needs of returning citizens from the perspective of service providers and employers in Dallas, Texas. We interviewed 17 participants who directly served returning citizens in their professional roles as part of a conventional content analytic design that focused specifically on transportation and mobility among their clients. The findings include five primary themes: 1) Returning citizens rely primarily on public transit; 2) Access to cars is rare, complicated, but advantageous; 3) Support lays a road to successful reentry; 4) Transportation is critical for successful reentry, and; 5) Returning citizens face a complex network of obligations. We utilized mobilities literature and assemblage thinking to interpret our findings as an expansion of the carceral mobilities literature both conceptually and geo-spatially as a reentry mobility assemblage. The paper concludes with a consideration of the possibilities for social service practice, research, and pedagogy through a mobilities lens.