This chapter presents a reflective account of the challenges encountered during fieldwork for a study exploring the experiences of parents raising children with developmental disabilities in India. The study examined parents’ challenges, psychological needs, parenting style, and well-being. Despite theoretical training on research methodology, many unexpected challenges emerged during fieldwork, which are generally not discussed in textbooks. This chapter outlines the various practical obstacles faced during the research. The key challenges include the cultural validity of the measurement instrument, bureaucratic hurdles in data collection, the emotional toll of sensitive fieldwork, logistical constraints, and infrastructural limitations during data collection. Challenges related to the cultural validity of the measurement instruments included a scarcity of Indian tools and navigating the hurdles of translating the tools to regional languages due to the absence of equivalent terminologies. Bureaucratic challenges included nonresponsiveness, arbitrary denial of permission, and reliance on influential networks to gain access. Emotional challenges involved managing participants’ distress and shielding oneself from secondary trauma. Logistical and infrastructural challenges included limited, time-bound availability of participants and a lack of private spaces, hindering participants’ willingness to share sensitive information. To navigate these hurdles, strategies such as verbal explanation of scale items, confirmatory factor analysis, rapport building with gatekeepers, snowball sampling, journaling, peer debriefing, and flexible scheduling were employed. This chapter highlights the gap between academic training and the challenges of fieldwork in conducting mental health research in India, aiming to help future scholars prepare effectively.