This study examined lived experiences of two international student affairs professionals in the United States. Through a series of interviews, the dialogues unfold rich narratives that explore the multifaceted journey from academic preparation to career placement in the field of higher education student affairs (HESA). It also underscores the unique challenges encountered by international students compared to their domestic counterparts during the job search process. Given the limited research pertaining to the experiences and support for international graduate students during the job search process in the field of HESA, this study provides valuable insights and implications for educators, institutions, and career support services to better address the needs of the diverse and growing demographic of the candidates.