The absence of career planning is closely linked to low income, severe work environments, lack of health facilities, low life expectancy, and unemployment risks. (1) Background: career planning is the basis of individual career development. The aim of this article is to identify the career planning indicators of high-income entrepreneurs who are graduates with a technical and vocational education and training [TVET] background. (2) Methods: this study, which used a modified Delphi technique, was conducted using two rounds of surveys among 10 TVET graduates and entrepreneurs with high incomes in order to obtain the career planning indicators on how they achieved a high income. All of them have a revenue of above RM 5000 a month, which is considered to be a high-income status according to Bank Negara Malaysia’s (BNM) Payment System and Financial Stability Report 2018. (3) Results: the findings have shown two indicators to get a high consensus, which are focus and self-efficacy in career. In fact, assigning a specific career objective and striving to achieve high salary are crucial and must be within entrepreneurs’ skillset (realistic). (4) Conclusions: the objective can be modified to imply the self-efficacy of the students in optimizing career plans that are suitable to the personality, beliefs, and the self-motivation of the entrepreneur.