The process of study planning can be complex and challenging for students. Due to decentralized information and complex study structures, a demand for individualized assistance arises. Search functionality plays an essential role in providing such support to the students in various ways. Therefore, we introduce the vertical search scenario of a digital study planning assistant (DSPA), which is currently developed, as a promising area of research for the information retrieval community. As a main contribution, we explore four exemplary search scenarios, including major challenges and potential solutions for each.