While it is well documented that grandchildren benefit from strong, positive relationships with grandparents, less is known about the influence of these relationships as individuals establish their lives in early adulthood. Further, how this impact varies based on grandparent type (i.e., whether grandparents take on a “traditional” non-caregiving or “custodial” caregiving role) has not been investigated, despite the growing number of youth raised, at least in part, by their grandparents. Using an explanatory sequential mixed methods design, this study explores the influence of grandparent type during childhood on life satisfaction, perceived relationship quality, and life building in early adulthood. Descriptive and comparative analyses of survey data captured in the quantitative strand (
N
= 94) informed the subsample that completed semi-structured interviews in the emphasized qualitative strand (
N
= 9). The integrated findings revealed that past and present grandparent relationships remain salient in early adulthood, though the context and substance of these relationships is often nuanced with shifts over time and across individuals. Despite the importance of context, we failed to observe significant differences in life satisfaction or perceived relationship quality by grandparent type. Taken together, the findings suggest the substance of the relationship, more so than the structure, may be impactful for individuals building their life and reflecting on their values in early adulthood. In addition to elucidating areas for continued exploration, this work highlights the need for researchers and practitioners to consider variation in family structure when designing research and developing supports to reinforce positive, mutually beneficial grandparent–grandchild relationships.