Systems and methods for automated content generation and delivery are provided herein. The system can include a memory that can include a content item library. The content library can include a hierarchical data structure having levels and a plurality of data packets, each of which data packets is linked with at least a portion of the hierarchical data structure. The system can include at least one server that can identify and deliver an item within a first content domain to a user device, evaluate a response to the delivered item, generate a scalar estimated skill level with a unidimensional evaluation engine, select and present a next item based on the estimated skill level, and upon completion of an assessment, generate a vector estimated skill level with a multidimensional evaluation engine.