In recent years, the application of fuzzy sets has gained significant attraction in various fields, including medical diagnosis, due to their ability to manage uncertainties and imprecise information. This paper focuses on the comparative analysis of similarity measures within the realm of Generalized Interval-Valued Intuitionistic Fuzzy Soft Expert Sets (GIVIFSESs) and explores their application in the domain of medical diagnosis. Most of the important topics in fuzzy set theory are the similarity measures between the generalizations of fuzzy set theory. Similarity measures are a crucial tool which was used in data science. In this process, we measure how much the data sets are related and comparable. Measures of similarity give a numerical value that reveals the strength of associations between sets or sets of variables. In this paper, we initiate a new concept of generalized interval-valued intuitionistic fuzzy soft expert sets and their fundamental operations. This new concept is more flexible than existing concepts based on their algebraic definition. Unlike fuzzy sets, the concept of generalized interval-valued intuitionistic fuzzy soft expert sets is characterized by a degree of membership and degree of non-membership along with fuzzy set theory. The proposed methodology is validated through an empirical application in medical diagnosis, where (GIV-IFSESs) are employed to model the uncertainty and imprecision inherent in expert assessments. The selected similarity measures are then applied to quantify the degree of resemblance between different medical cases, facilitating a more informed decision-making process. We introduce several types of similarity measures on generalized interval-valued intuitionistic fuzzy soft expert sets. We also discuss a similarity measure of Type-I, Type-II, and Type-III for two (GIVIFSESs) and its application in medical diagnosis problems.