The current study examined whether a match or mismatch between teen mothers’ cultural orientation and the cultural context of the family (i.e., familial ethnic socialization) predicted mother–daughter everyday and coparenting conflict, and in turn, teen mothers’ adjustment. Participants were 204 Mexican-origin teen mothers (M age = 16.81 years; SD = 1.00). Consistent with a person–environment fit perspective, findings indicated that a mismatch between teen mothers’ cultural orientation (i.e., high mainstream cultural involvement) and the cultural context of the family (i.e., higher levels of familial ethnic socialization) predicted greater mother–daughter everyday conflict and coparenting conflict 1 year later. However, when there was a match (i.e., high levels of familial ethnic socialization for teen mothers with high Mexican orientation), familial ethnic socialization was not associated with mother–daughter conflict. In addition, mother–daughter conflict was positively associated with depressive symptoms and engagement in risky behaviors 1 year later among all teen mothers.