Wisdom pertains to managing human affairs, and it arises in highly contextualized situations. The present study aims to investigate manifestations of wisdom in real-life contexts through semi-structured interviews with 66 individuals nominated as wise persons. All nominees were ethnic Chinese from Taiwan, an East Asian country which has Confucianism, Taoism, and Buddhism as its predominant philosophies. Analysis of these interview transcripts yielded 220 wisdom incidents that fall into five categories of wisdom. Results of the present study suggests that in real life, wisdom most likely is manifested through: 1) striving for common good by helping others and contributing to society; 2) achieving and maintaining a satisfactory state of life; 3) deciding and developing life paths; 4) resolving difficult problems at work; and 5) insisting on doing the right thing when facing adversity.