Based on the perspective of career development, this study aimed to first investigate the relationship of work value perception, career preference, multiple intelligences, and academic achievement among Taiwanese senior high students and then further explore whether variables such as gender, intended major (e.g. science or liberal arts), the school they attend (public or private) would make a significant difference. After some revisions on The Work Value Perception Inventory (WVPI) and the Career Exploration Inventory (CEI), the WVPI, CEI, and the C form of the Chinese version of The Multiple Intelligences Developmental Scales (CMIDAS-C) were administered to 1,626 second year students—selected through stratified randomly sampling method—from 19 senior high schools around the island. The academic records of these students on the five major subjects were also collected for reference. The initial findings of this study are as follows: 1) Those who placed “work convenience” as top priority tended to be less motivated for career advancement but more demanding on work reward; those who cared more about “external values” also tended to be more demanding about work reward; those who placed higher demand on work reward tended to be better motivated for career advancement but less interested in doing social service. 2) Among the four variables investigated, work value was found to be most highly correlated with multiple intelligences and least correlated with career preference, and academic achievement was found to exhibit comparatively low correlation with the other three variables. In terms of gender difference, the major findings are the following: 1) In general, female students exhibited more positive work values than their male counterparts, and the gender variable also interacted in significant ways with the intended major variable. 2) Female students showed greater preference for careers of the artistic and the societal type, and these two types were also preferred by the liberal arts track students—along with the business-management type, while the science track students showed greater preference for pragmatic and research types of careers. Public school students were found to exhibit greater academic inclination than those from private schools. 3) Concerning multiple intelligences, while male and female students were found to be on equal terms, science track students and those attending public schools were found to have the edge over liberal arts track students and those attending private schools. Based on these findings, the researchers then discuss the implications of the present study and propose several practical suggestions for future research.