One thing that the causes boring mathematics learning is teachers often do not relate the concepts to students' experiences in their life. This research aims to develop learning designs based on realistic mathematics education on entrepreneurship arithmetic content in junior high school. In this paper, a preliminary learning design is described comprehensively to be used to produce a Hypothetical Learning Trajectory (HLT). The method is qualitative by reviewing several references, conducting observations, and group discussion forums. The results of this study are five stages to increase students' interest in learning, conceptual understanding, and problem-solving, including engagement with content and context, story of entrepreneurship on video, concept deepening, collaboration to solve problems, and making conclusions. The context of this research is the life surrounding the students combined with the 4.0 era development, namely Badung traditional markets, offline malls and online malls, and 3D printing. Instruments designed supporting these five stages are learning implementation plans, student worksheets, video presentations, and PowerPoint slides.