Large language models have allowed the rapid deployment of pedagogical annotations corresponding to constructs of interest, allowing a natural language interface for generating classifications on a conversational dataset. However due to the opaque nature of LLM reasoning, we have no verifiable, mechanistic insight into why a model chose a label for an utterance. We introduce the EduBehaviors framework, an interpretable, scalable approach to annotating educational data that uses LLMs to measure repeated observable behaviors relevant to many constructs of interest and then learns a classifier for the construct based on these observable behaviors. We evaluate the framework on the TalkMoves dataset, predicting the Teacher TalkMoves labels. Our best configuration results in a macro-F1 of 0.673 and 0.688 Cohen's kappa, proving competitive with direct prompting approaches. In addition, we release EduBehaviors Toolkit, two tools allowing researchers to operationalize the EduBehaviors framework in their own data.
Evaluating large language models (LLMs) for education requires measuring how models teach, not only what they know. Existing benchmarks emphasize domain-general correctness or depend on manually designed rubrics that scale poorly to long-tail pedagogical scenarios. We introduce Elmes*, an end-to-end framework for constructing, refining, and applying fine-grained scenario-specific rubrics. Elmes* combines a declarative multi-agent engine for teacher--student--judge interactions with SceneGen, a self-evolving module that co-optimizes evaluation criteria and test data from expert-defined pedagogical dimensions. Using Elmes*, we build Edu-330, covering 330 scenarios across 11 subjects, 3 grade bands, and 10 task types, with over 1{,}000 second-level indicators. Experiments on Edu-330 and four expert-authored gold-standard scenarios show that educational capability is multidimensional: top-tier LLMs differ mainly in creativity and values integration, knowledge-strong models may fail at Socratic scaffolding, and the education-specialized InnoSpark achieves the best human-evaluated average score. LLM judges preserve human-comparable rankings with much lower scoring variance, but exhibit judge-specific biases such as self-preference. Ablations show that expert-scored few-shot anchoring improves human--LLM alignment, while reasoning enforcement and greedy decoding are model-dependent. Elmes* thus provides scalable diagnostic infrastructure for pedagogically grounded LLM evaluation.
Despite the widely recognized potential of AI in education, most prior work has focused on individualized student assistance. In contrast, the majority of educational practice worldwide still takes place in collective classroom settings. To enable researchers to study AI assistance in collective teaching, we introduce Edustories, a dataset of 1,492 teacher-written case studies describing real elementary and high-school classroom situations involving challenging student behavior, pedagogical interventions, and their outcomes. Among many other applications, Edustories enables evaluating LLMs' ability to predict the success of teacher interventions, crucial for providing practicing teachers with useful feedback. Comparing the latest models from four language-model families against expert assessments, we find that current models fall short of human expertise in predicting classroom outcomes; the strongest models reach 58% accuracy compared to 64% of human experts. This gap highlights both the limitations and the emerging potential of AI as assistants for practicing teachers.
Large Language Models (LLMs) have been widely explored in educational scenarios. We identify a critical vulnerability in current educational LLMs, pedagogical jailbreaks, where students use answer-inducing prompts to elicit solutions rather than scaffolded instructions. To enable systematic study, we unify and formalize safe, helpful, and pedagogical behaviors with a knowledge-mastery graph and introduce SHAPE, a benchmark of 9,087 student-question pairs for evaluating tutoring behavior under adversarial pressure. We propose a graph-augmented tutoring pipeline that infers prerequisite concepts from queries, identifies mastery gaps, and routes generation between instructing and problem-solving via explicit gating. Experiments across multiple LLMs show that our method yields significantly improved safety under two pedagogical jailbreak settings, while maintaining near-ceiling helpfulness under the same evaluation protocol. Our code and data are available at https://github.com/MAPS-research/SHaPE