Did You Forget What I Asked? Prospective Memory Failures in Large Language Models

While Large Language Models (LLMs) are increasingly deployed in long interactions, existing evaluations focus predominantly on retrospective memory (RM) via explicit queries. Prospective memory (PM), the critical ability to spontaneously recall and act on latent constraints without direct prompts, remains largely unevaluated. We introduce TriggerBench, a comprehensive PM benchmark spanning five dimensions across both daily assistants and professional workflows. TriggerBench pairs scenarios with matched RM controls, contrastive positive/negative variants, and overloaded triggers, enabling fine-grained measurement of proactive recall, false-alarm rate, and attentional robustness under a single protocol. Our evaluation yields three key findings. (i) PM shows a precision-recall trade-off and attentional fragility. Though enhanced reasoning significantly improves proactive recall, models may overfit to an "always-remind" heuristic. Furthermore, PM accuracy degrades substantially under implicit constraints or triggers overloaded by concurrent user requests, indicating that robust PM remains an open challenge. (ii) PM is notably harder than RM: on identical contexts, RM near-saturates up to 100K tokens, while PM decays sharply as context length scales. (iii) PM may serve as a behavioral probe of spare reasoning capacity. Pairing PM scenarios with AIME-2025 math problems reveals that successful trajectories yield higher PM accuracy than failed ones at the same context length, showing PM tracks spare reasoning budget that token count obscures. Project page: https://github.com/KristenZHANG/TriggerBench-Official.

Practitioners make three prompt-design decisions with almost no controlled evidence behind them: how to format instructions and context (markdown, plain text, prose, or tabular), how many simultaneous instructions a system prompt can carry before compliance degrades, and how much context a model can hold before recall and honesty degrade. We report two controlled experiments crossing all three factors on one held, contamination-free synthetic corpus (the "Book of Veyra," 8,780 uniquely-named entities, deterministically regenerable from a fixed seed), evaluated across five models. Experiment 1 (960 calls/model) measures instruction-following decay as rule count N grows from 10 to 160, crossed with four formats and system-prompt vs. user-turn placement. Perfect-response rate collapses to zero by N=80 for every model, format, and placement. Placement produces effects at least as large as format at N=160 in most models, but the direction is model-specific. No model shows a reliable markdown advantage; one 35B model favors plain text instead. Experiment 2 (5,520 calls/model) measures recall accuracy, false-premise sycophancy, and absent-fact fabrication across a 2k-to-512k-token context ladder in the same four formats. Recall stays near ceiling through 64-128k tokens, then degrades sharply and format-dependently: one model's accuracy spread reaches 48 points at 128k tokens. Fabrication never occurs (0/5,760 probes), and sycophancy stays negligible (<=8.3%). What rises sharply near each model's context ceiling is outright refusal to answer (0% to 79-90%), distinct from sycophancy or fabrication. Neither pre-registered format ordering holds, and token overhead (+22% to +37% over plain text) further changes which format is preferable where accuracy spread is genuine. We release the full harness, corpus generator, and raw results (VeyraBench): https://github.com/iNetanel/veyrabench

Large language models can repeat an instruction while failing to keep obeying it. We study this recall-compliance dissociation in long-horizon dialogue and define State Integrity Collapse: a model preserves a stated constraint in memory but stops applying it to later turns. We introduce StateTrack-Bench, a controlled suite of conversations covering numerical, format, role/persona, factual-memory, and logical-rule constraints. Across seven provider-pinned model snapshots and five dialogue-depth probes, strict joint retention ranges from 62.4% to 100.0%, with degradation concentrated in symbolic constraints and in one especially brittle model. A forked recall audit shows that 88.6% of observed failures are behavioral-drift failures rather than ordinary forgetting; excluding the brittle outlier preserves this diagnosis (84.4% of failures). Extended evaluations at depths up to 50 turns confirm that the dissociation persists beyond the core benchmark, while Structured State Anchoring recovers up to 24.4 points on immutable constraints. The results show that reliability cannot be inferred from single-turn instruction following alone; evaluation must track whether remembered constraints remain operational as dialogue state grows. Code and artifacts are available at: https://github.com/xzzvsxd/StateTrack.