A growing number of Indigenous grandmothers care for their grandchildren in the Indigenous Child and Family Services (CFS) Authorities in Manitoba, Canada. These grandmothers often face complex issues in addition to being economically and socially disadvantaged. This study explored the lived experiences of grandmothers raising their grandchildren within the Kinship Care Program of the Indigenous CFS Authorities. The objectives of the study were: (1) to understand the lived experiences of Indigenous grandmothers raising their grandchildren, (2) to uncover if, how, and to what extent CFS contributes to grandmothers’ health and well-being, and (3) to explore grandmothers’ perspectives on how they might want to be involved in CFS policy and practice changes and in CFS governance. The Two-Eyed Seeing conceptual model embedded in an Indigenous research paradigm, and storytelling as methodology, combined with digital storytelling as method, facilitated the authentic engagement of grandmothers. Recruitment of knowledge holders/Indigenous grandmothers was challenging, with two Indigenous grandmothers participating in the study. Both knowledge holders created a digital story and shared their digital story in a follow up semi-structured interview and in a talking circle, contributing over 80 hours to the study. Two Indigenous key informants volunteered to participate in an individual one-hour semi-structured interview, viewed the digital stories, and participated in the talking circle with 5 to 6 hours of engagement each. The prioritization of Indigenous grandmothers’ situated knowledge and the meaning-making process gave way to surprising and disturbing findings. It became apparent that there was a collective and powerful story in the unspoken stories; the omnipotent fear of the child welfare system, reliving the past and present traumas of colonization, and fear of exploitation and harm was at the forefront, as well as the ongoing disempowerment of Indigenous grandmothers. Notwithstanding, Indigenous grandmothers/participants demonstrated resiliency, empowerment, and hope as they reclaimed Indigenous womanhood. This study highlights the urgent need for the involvement of Indigenous grandmothers at the helm of CFS governance, policy, and practice changes.