Methodological challenges of conducting research with protected populations using qualitative methods are abundant. Inmates and children are two vulnerable populations, requiring rigorous processes and permissions to gain access to individuals in these populations. Qualitative research requires intimate interactions and discussions of sensitive topics, posing challenges related to extracting information and creating emotional responses from researcher and participant. Drawing on interviews with incarcerated mothers and children with incarcerated parents, we discuss challenges and benefits of qualitative methodology for research on parental incarceration and offer suggestions for overcoming barriers to access, data collection, and publication