TIPS: Topological Ill-Posedness Probing and Steering in Large Language Models

Ill-posed questions, including those involving ambiguity, under-specification, or conflicting statements, may admit no valid answer or multiple plausible answers, posing a significant challenge for large language models (LLMs) despite their otherwise strong performance. Existing work often treats LLM reasoning as a black box and focuses on input-output analysis. Can a compact, unified topological representation of internal model states capture diverse sources of ill-posedness and steer reasoning toward responses appropriate to each source? To this end, we study the internal state from a topological perspective by treating the contextual hidden states of its prompt tokens at a single transformer layer as a point cloud, capturing the input problem's relational structure as encoded by the model. Our analysis shows that zero- and one-dimensional persistent homology---tracking how connected components merge as the distance threshold increases (H0) and the emergence and filling of one-dimensional loops in the filtration (H1), respectively---yield seven compact descriptors of ill-posedness that also serve as control signals for steering model reasoning. Thus, we develop a topology-conditioned steering mechanism. It retrieves topologically similar positive and negative examples for each query to form a local activation-space contrast. The resulting query-specific direction modifies internal states during prefill and decoding, guiding the model's responses toward suitable abstention or clarification tailored to the underlying source of ill-posedness. Empirical evaluations on two datasets and open-weight models spanning four families demonstrate the effectiveness of this compact representation for ill-posedness classification, while topology-conditioning significantly improved steering performance.