Overseas Filipino Workers (OFWs) played a crucial role in global labor markets, contributing significantly to the economic development of their homeland while facing unique challenges abroad. This study delved into the emotional complexities faced by OFWs in Japan, particularly on separation anxiety, adjustment, and loss experiences for the purpose of developing culturally sensitive and evidence-based psychological intervention programs tailored to the unique needs of OFWs in Japan, aimed at enhancing their resilience, coping skills, and overall mental well-being amidst these challenges. Through the use of multiple case studies, the research aimed to bridge existing gaps in mental health care services and developed intervention tailored to OFWs in Japan. It investigated the prevalence of separation anxiety, their adjustment, their loss experiences, and how these factors influenced their psychological and social well-being. The findings uncovered a myriad of universal challenges, including distress, adaptation, and emotional turmoil, alongside the individualized coping mechanisms employed by these individuals. Recommendations for interventions were formulated, encompassing the implementation of psychosocial support programs incorporating Narrative Therapy and Solution-Focused Brief Therapy approaches, family communication initiatives, mental health education supplemented by cultural immersion, and language acquisition. The study focused on a small, purposively selected group of OFWs in Japan, which may not be representative of the broader OFW population. This limits the generalizability of the findings. Through collaborative efforts among stakeholders, the study aimed to promote OFWs' emotional resilience and overall well-being amidst the multifaceted challenges of separation, adjustment, and loss experiences.