Second generation Filipino Americans (SGFAs) are more likely than other ethnic groups to be depressed and engage in risk behaviors. I discuss challenges SGFAs face with particular focus on the intersection of colonial mentality and intergenerational family conflict. In-depth interviews were conducted with thirty SGFAs. Narratives revealed evidence of both colonial debt, a form of colonial mentality or sense of gratitude for civilizing their indigenous culture, and family indebtedness to first generation parents. Combined with a strong inclination to assimilate, the weight of this indebtedness has had a detrimental effect on SGFAs emotional well being