Youth with involvement in foster care and the juvenile justice system, often called dual-status youth, are at increased risk for negative outcomes as they transition into adulthood, including homelessness, and involvement in the adult criminal justice system. Increase of interest in the phenomenon of youth dual involvement within the last decade, reveals focus on challenges associated with the dual-status population, the importance of multi-system collaboration, and foster care factors contributing to juvenile delinquency. This study aims to build on the current literature, through exploration of how dually-involved youth make sense of their experiences in the juvenile justice and foster care systems; and what youth believe are their unique challenges of being in two systems? This phenomenological study engaged ten individuals in Houston, Texas, between the ages of 18 and 24 years old, and previously involved in the juvenile justice and foster care systems. Research subjects participated in-depth, semi-structured, and audio-recorded interviews, disclosing their experiences in two systems. Interviews were transcribed and entered in the qualitative analytical program, Atlas.ti, where common themes of participant responses were extracted. Accounts from participants highlighted three key experiences: (1) experiences of and leading to dual involvement, (2) traumatic experiences, and (3) absence of normalcy. Study results are categorized based on their pathways to dual-involvement. This current study offers rich insights into how dually-involved youth make sense of their experiences in the foster care and juvenile justice systems. Implications for enhanced service provision among child welfare and juvenile justice professionals are offered.