Systems and methods for AI assisted analysis of a user experience study are provided. A study objective (a goal of the study) and data relating to all possible navigation routes within a digital interface are received. Simulated clickstreams for navigating from any state of the digital interface to the study objective are generated. This simulated clickstream data is then used to train one or more machine learning models to determine a most efficient path to achieve the study objective from any state of the digital interface. Subsequently, study results from many different participants is received. Key events are then identified within the study results. Additionally, the likelihood of failure for each of the plurality of study results is predicted using the machine learning model, and information density of the plurality of study results is determined.