The current chapter builds on the existing psychological approach toward financial decisions in the Asian context and reactions during the crises into the aspects of digitalization. Cognitive bias, emotional intelligence, and psychological heuristics were concurrently analyzed by employing a set of empirical evidence, theoretical assumptions, and case studies to study factors which are responsible for financial behaviors during the state of volatile periods. In the context of psychology of digital change, it analyzed principal sources of effects considering risk-taking inclinations, decision-making strategies, and its outcomes.