Large language models (LLMs) are increasingly used as tutors and thought partners, helping users reason through problems. While guidance from AI assistants can scaffold thinking and foster learning, such benefits depend on how they help--for instance, intervening too early or too frequently may hinder true learning and cognitive engagement. Yet how AI systems navigate intervention decisions during problem-solving remains poorly understood. Here, we introduce Int-Bench, a simulation-based benchmark for evaluating LLM interventions during learning. Int-Bench simulates a "student" solving a problem while a "teacher" monitors the student's reasoning and decides whether, when, and how to intervene. Across three domains--code debugging, mathematics, and brain teasers--we evaluate LLM teachers on the frequency and timing of interventions, as well as their impact on both immediate task success and generalization to new problems. We also compare LLMs to humans, finding that LLMs intervene more frequently and earlier than humans. Moreover, in contrast to humans, they tend to provide complete solutions rather than targeted hints. These findings suggest that current LLM assistants often optimize for short-term success rather than supporting the reasoning processes needed for deeper learning and long-term success.
As autonomous AI agents move from conversational systems to long-horizon software execution, runtime safety layers that decide when to interrupt an agent have become essential. We study this timing problem using a continuous 18-dimensional affective-dynamics engine (HEART) as a diagnostic probe, evaluating four intervention trigger families - absolute state thresholds, composite state-action patterns, regex reasoning-feature extraction, and zero-shot LLM-as-judge - against human-annotated intervention points on SWE-bench-Verified debugging traces. We report three findings. First, a State Saturation Trap: agents show no recovery signal under sustained difficulty, so modeled frustration quickly crosses the threshold and stays at its maximum, converting threshold-on-state triggers from moment detectors into near-constant indicators that fire on 39-83% of actions across five trajectories. Second, a capability-and-context floor for LLM judges: a small model (gpt-5.4-mini) never fires, while frontier and cross-vendor models escape the zero-firing floor only with full-trajectory context, and even then reach only F1 0.17-0.40 at up to 90x the cost. Third, and most importantly, the supervised target is not reproducible among humans: three trained annotators using one rubric on a 56-action trajectory agree on where to intervene only slightly above chance (location Krippendorff's alpha = +0.047; best pairwise Cohen's kappa = +0.349) and not at all on intervention type (pause degenerate; clarify below chance; reflect only alpha = +0.226). We conclude that intervention timing is a low-reliability construct, making single-annotator F1 an unsuitable optimization target. Our contribution is the joint mapping of this problem across human inter-rater reliability, four detector architectures, a cross-model LLM-judge sweep, and a reproduced saturation effect, rather than any single detector's accuracy.