| Abstract | Play has long been recognized as a way to promote learning, creativity, and self-insight. This study investigates the use of a career-oriented board game played with others in person. Results from 11 Singapore-based working professionals who were looking for career direction show that playing a board game in a group setting can be an effective way to brainstorm for possibilities, broaden perspectives, foster individual meaning-making and insight, and promote reflection and self-awareness, thereby creating clarity and confidence in their future career plans. These are important aspects in developing career adaptability and the ability to thrive in a complex, fast-changing world. |