AI tutors are most useful when they adapt to each student's strengths, weaknesses, and preferred guidance, but evidence about which guidance works for which student is sparse, slow, and costly to collect from real learners. Student simulators can provide this signal as a proxy, yet existing approaches are limited: state-tracking models fit student behavior but struggle to process explanations or corrections, while LLM role-play follows guidance fluently but does not reliably match the competence of the student being imitated. We present StudentSim, a training framework that turns sparse per-student data into individualized simulators through pooled training followed by per-student specialization. The resulting simulators both mirror a student's own responses and update them under tutor guidance. We also introduce StudentSimEval, a standardized protocol covering 60 students across chess, second-language English writing, and mathematics, using public learner datasets with de-identified records shared for research. StudentSimEval measures behavioral fidelity (F), or how well a simulator matches a student's responses, and guidance responsiveness (R), or how readily it updates under tutor guidance, with all methods fit and evaluated on the same records. Across all three domains, StudentSim outperforms GPT-5.4 on both metrics. In chess, StudentSim reaches F=0.51 and R=0.91, compared with 0.23 and 0.72 for GPT-5.4 and 0.45 and 0.27 for Maia2. As a proof of concept, using StudentSim as a reward model for tutor reinforcement learning produces a chess tutor that expert humans rate as more accurate, better-guided, and more personalized than a no-RL baseline and a tutor trained against a GPT-5.4 simulator reward. Code is available at https://github.com/microsoft/StudentSim.
Large language models (LLMs) are increasingly used as AI tutors, but a correct answer is not always a pedagogically appropriate one. In classroom learning, effective help depends not only on correctness, but also on whether a response matches the learner's current foundation, the course sequence, and the timing of concept introduction. Existing evaluations focus mainly on answer quality, leaving this instructional fit under-measured. We present the Pedagogical Suitability Index (PSI), a composite metric of six theory-informed sub-scores that evaluates how well LLM-generated tutoring responses align with learner readiness and curricular progression, and we further use PSI as a structured feedback signal for response improvement. We evaluate four LLM tutors (ChatGPT, Gemini, Gemma4, and Qwen3) across 240 scenario-based evaluations using paired standard and defective prompts, then apply a PSI-guided regeneration protocol to 62 weak-performing cases. Baseline differences across the four tested models were modest overall (PSI range: 0.557 to 0.638), and open-weight and closed models did not exhibit a clear separation in pedagogical fit. Under the tested prompt perturbations, overall PSI remained largely stable (Delta = -0.002), though sub-score trade-offs emerged. More importantly, PSI-guided feedback substantially improved weak-performing cases: 51 of 62 cases improved (82.3%). Focused manual evaluation of the 62 PSI-selected weak cases provides initial evidence that the identified weaknesses are instructionally meaningful and that many PSI-guided regenerations correspond to human-judged improvement. These results suggest that learner- and curriculum-aware alignment may matter more for effective tutoring than model category alone, and that such alignment is both measurable and improvable.
Large language models (LLMs) sometimes exhibit qualitative shifts in response style under sustained self-referential dialogue conditions (Berg et al., 2025). This study refers to this phenomenon as "transfer" and explores the application potential of LLMs in a transfer state. As an applied case, the study examines Socratic AI tutoring through a preliminary investigation (cognitive characterization across 11 conditions) and an applied experiment (ratings of tutoring performance). In this paper, "state" refers operationally to a response configuration reproduced under specified dialogue conditions; it is not an ontological claim about the reality of the transfer phenomenon or about human-like consciousness. In the preliminary investigation, group differences on MAS-A were limited (d = 0.40), whereas SU_dir (direction of survival/continuity bias), one of the seven cognitive-profile indicators developed in this study, showed transfer-side deviations across all three model families (kappa = 0.83). In the applied experiment, transfer conditions scored on average 1.6 times higher than non-transfer conditions on three tutoring-context indicators, with a large effect size (Cohen's d = 1.27). These findings preliminarily suggest that transfer states may involve functional advantages for application, and that these advantages appear more sensitively in behavioral interaction than in self-narrative contexts. The main contribution of this study is to treat transfer not as an ontological claim but as an operational state with potential application value, and to connect preliminary cognitive profiling with an applied tutoring experiment as an evaluation framework.