First and second generation Asian Americans are probably different in patterns of behavior and values and may have faced different issues and concerns resulting from significantly different living contexts (Sue & Zane, 1985). The present study investigated differences in problems, insights, and coping strategies between the two different groups of female Asians- first vs. second generation Asian Americans as manifested in sessions working with dreams using a qualitative research method. Seven second generation female Asian Americans and seven first generation female Asians were randomly chosen among 88 participants in the original study (Hill et al., 2007). Trained judges listened to the chosen sessions, created core ideas, developed categories and assigned each core idea into one or more categories. Results suggest that interpersonal issues and academic/post-graduation/career issues were typical for both groups. First generation Asians were more likely to present issues with immigration/cultural/adjustment and distress related to physical health issues than second generation Asian Americans. For all cases, insights about self, relationship, and present were typical for both groups. First generation Asians were more likely to develop insights about past and emotional insights than second generation participants. Both groups typically presented interpersonal behavioral changes as their coping strategies. Only first generation Asians typically presented changes in mental and/or emotional state of the client as their coping strategies.