Career choice is an important behavior for people wanting to develop their social life and is a key link to doing so. The matching of career choice with an individual’s real work demands will have a significant impact on the development of individuals, organizations, and society. However, at this stage, there are few studies on this matching situation. From the perspective of the matching of career anchors and job characteristics, this study explored the distribution and different characteristics of employees’ career demands and their career choices through a survey of 407 employees, and further discussed the matching status of these. The results of the study are as follows: (1) Individual career demands (career anchors) presented three attributes: single, multiple, and unclear. Among the single career anchor types, life anchors had the largest proportion, while among multiple career anchor individuals, individuals with both challenge anchors and service anchors accounted for the majority. (2) Individual career demands (career anchors) were significantly different across most demographic variables and organizational/work variables. (3) Deviations between employees’ career demands and their career choices seemed to be a common phenomenon, with the highest degree of fit (62.79%) with the entrepreneurial creativity anchor and the lowest degree of fit (21.28%) with the lifestyle anchor. In addition, in an analysis of three job fit characteristics, the entrepreneurial creativity anchor had a significant preference for managerial characteristics, whereas the challenge anchor had a significant preference for technological characteristics. The degrees of fit of the other anchors were characterized by the frequency of ‘right suboptimal fit’ being larger than that of ‘left suboptimal fit’. In other words, a specific career anchor had a significant preference for job characteristics matched by the right career anchor, with the midpoint of the career anchor octagon model defining the angle of observation. This study provides a reference for human resource management departments and for employees’ recognition and planning of career anchors.
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