Abstract This paper investigates the intricate dynamics of digitization in multinational enterprises, exploring the attitudes of stakeholders and their perceived impact on individual well-being within these complex ecosystems. The comprehensive literature review underscores the transformative potential of digitization, noting its “bright sides” such as efficiency gains and innovation, alongside the “dark sides” involving cybersecurity threats and job displacement. The study utilizes a rigorous research methodology employing statistical tools like the Mann-Whitney U Test, Kruskal-Wallis Test, Linear Regression and Factor Analysis to analyze attitudes and perceptions. The qualitative phase aims to capture in-depth insights into decision-making processes, challenges faced, and perceived benefits. The quantitative survey, designed based on identified factors from the literature, seeks to validate these findings on a broader scale. The findings reveal nuanced interplays between attitudes toward digitization in multinational enterprises and their broader implications for the well-being of individuals and society. The analysis also highlights the communalities and factors influencing peoples’ attitudes, emphasizing the delicate balance between the positive and negative dimensions of digitization. This study contributes a nuanced understanding of the intricate relationship between organizational attitudes toward digitization and its effects on the well-being of those navigating the complexities of multinational enterprises. Beyond its academic value, the research provides actionable insights for practitioners in crafting strategies that align digitization goals with the holistic well-being of stakeholders.