Embodiments are disclosed for automated evaluation of compatibility of a data structure with a user device. An example method includes receiving, by communications circuitry, a set of user device characteristics regarding the user device, and retrieving, by the personalization circuitry, a set of data structure characteristics regarding the data structure. The example method further includes calculating, by the personalization circuitry, a set of characteristic-level compatibility scores, and generating, by the personalization circuitry and based on the set of characteristic-level compatibility scores, a compatibility score for the data structure and the user device. Subsequently, the example method includes generating, by an aggregator and using the generated compatibility score, an indication of relative compatibility of the data structure for the user device, and causing transmission, by communications circuitry, of a control signal to the user device based on the indication of relative compatibility. Corresponding apparatuses and computer program products are also provided.