Asking open-ended questions for research purposes might be very tempting because the answers can provide valuable authentic information not only about participants' responses to the asked questions but also about their unintentionally expressed feelings and emotions. However, analyzing answers to open-ended questions given in free form will very likely pose certain challenges. This case discusses the challenges encountered in applying thematic content analysis to the answers of adult immigrant students in a linguistic integration program to open-ended questions about the perceived benefits of the program. These challenges include the classification of items mentioned by participants, distinguishing irrelevant information provided in the answers, considering the specifics of participants' verbal expressions, and analyzing qualitative aspects of the data collected. Based on the experiences of overcoming these challenges discussed in the case, readers will be able to develop a research design aimed at avoiding complexities in subsequent content analysis of responses and developing the most appropriate analysis strategies. [This content is provided in the format of an e-book.]