Purpose The present study seeks to investigate generational differences in work culture between Generation X and Generation Y in Southeast Asia, particularly with regards to associations between work experience, work value, work outcome, and cultural dimension. Methodology A quantitative online questionnaire was distributed to 150 respondents who are executives working in the pharmaceutical industry in Cambodia, Indonesia, Myanmar, and the Philippines. The pharmaceutical sector was selected because of the breadth of its operations in the region over a period of 50 years with a workforce comprising the baby boomers right up to Gen Z.