LLMs Are Already Good Tutors: Training-Free Prompt Optimization for Pedagogical Math Tutoring

Large language models have strong potential for use in intelligent tutoring systems, but they often fail to follow effective pedagogical strategies, such as guiding students without revealing final answers. We study the application of a two-stage alignment pipeline for math mistake remediation, combining supervised fine-tuning on tutoring dialogs with Direct Preference Optimization on synthetic preference pairs. We construct a dataset that integrates existing tutoring corpora with synthetic data generated along pedagogical dimensions, such as scaffolding and factuality, and study different input configurations that incorporate solution correctness and gold answers. Experiments show that this approach improves both factual accuracy and pedagogical quality over base models and existing tutoring models. Human evaluation further indicates that our best model is competitive with a strong proprietary baseline, while providing additional benefits in terms of openness, transparency, and reproducibility. Our results highlight the effectiveness of preference-based pedagogical alignment, while also revealing challenges in reliably evaluating tutoring quality.

LLMs can personalize education, although current static-prompt tutoring systems struggle to adapt to diverse academic disciplines. We develop and test a system with subject-aware prompting, based on 14 pedagogical features (e.g., tutor scaffolding, student understanding) extracted from raw transcripts. We first train a prompt routing model in a simulation environment, and then deploy it for online adaptation with actual high-school students. The simulation benchmark shows the router outperforming two static baselines ($0.694$ vs. $0.647$ and $0.64$, $p<0.001$). A/B testing ($N=656$ conversations from 359 students) shows sim-to-real transfer where the model switches from analytical to scaffolding learning strategies. Our adaptive prompt selection mechanism improves instructional efficiency, maintains pedagogical quality and reduces interactions by around 3 turns ($p=0.007$). While a greedy router achieves a comparable exercise conversion rate with the baseline ($19.1\%$ vs. $19.6\%$), a stochastic router that samples strategies leads to a higher conversion rate ($28.1\%$).

Large language models are increasingly proposed as educational tutors, yet stronger task-solving ability does not necessarily imply stronger learning support. Motivated by recent calls to measure the social impact of NLP systems in practice, we study whether public LLM tutoring benchmarks distinguish learning-supportive behavior from mere answer production. We propose a lightweight diagnostic based on the gap between solving-oriented and pedagogy-oriented benchmark performance. Using public MathTutorBench leaderboard results, we show that these dimensions are only partially aligned: across eight publicly reported models, the correlation between solving and pedagogy composites is 0.421, and several models shift meaningfully in rank when evaluation moves from solving to pedagogy. We then analyze the public TutorBench sample and show that agency-relevant behaviors are explicitly encoded in benchmark rubrics, especially in active-learning settings that reward guiding questions, calibrated hints, and non-disclosive scaffolding. Together, these findings suggest that educational-impact evaluation should not treat task success as a sufficient proxy for learning support. We argue that public tutoring benchmarks can better support positive-impact evaluation by reporting solving-oriented and pedagogy-oriented scores separately and by making disclosure-sensitive, student-agency-preserving criteria more explicit.