Background: Against the backdrop of significant migration changes and the further growth projected in the diversity of the workforce, we explore the trans-national challenges of migrant workers, from a cultural perspective. Aim: Drawing from sociological and administrative theory, we seek to understand how different cultural settings influence trans-national experiences. Method: We report the results of a qualitative exploratory study through the lens of institutional anomie theory. Results: Drawing on this evidence, and on sociological and administrative theory, our findings and theoretical explanation lends strong support to understanding that the greater the gap in the cultural orientation of the worker's home country and new country, the greater the disequilibrium and anomie in work family interface. This study also confirms that cross cultural variables has a direct impact on trans-national challenges experienced by migrant workers. Conclusion: Our findings assist in developing strategic understanding of how trans-national challenges may improve current practices and policies.