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This study explores how families of first-generation college students (FGCS) articulate their dreams and aspirations for their children’s educational futures. Drawing on Yosso’s (2005) Community Cultural Wealth framework, particularly aspirational capital, the study analyzes 129 letters written by family members during a pre-orientation program at a private university in the Western U.S. Using qualitative content analysis, the research highlights how families frame college as a collective milestone, honor intergenerational sacrifice, and offer emotional, moral, and spiritual support. Findings challenge deficit-based narratives by positioning families as co-constructors of educational success. This study contributes to more inclusive understandings of college access and persistence by amplifying the cultural wealth embedded in family narratives and advocating for asset-based engagement with FGCS communities.