TrainCoMorb is an online data-driven training platform for medical students and residents who can practice recognizing comorbidities and their attributable risk for negative hospital outcomes. This is a subsequent cross-sectional evaluation study designed to examine four dimensions of the platform (navigation, usefulness, validity, features) and their association with external factors (age, experience in simulation systems, opinion about data-driven education). Eighteen medical residents participated in a scenario-based evaluation session and completed an online survey. The residents evaluated the four composite dimensions with scores between 3.77 and 4.15 (5-scale) and thought highly of data-driven medical education. Those more familiar with clinical simulation systems, and more positive about data-driven education, evaluated the “usefulness”, “validity”, and “features” dimensions with higher scores. TrainComorb is intended to be a supplementary tool for the education of future physicians, and this user-based evaluation study provided positive feedback that it could serve its intended scope.