A long-lived LLM agent, such as OpenClaw, earns its value by acting on a user’s preferences and constraints across sessions, not just the current request. Yet today’s agents keep what a user volunteers but rarely ask for what stays unspoken, leaving a proactivity gap in long-lived LLM agents: an agent cannot act on a preference it never obtained. As users delegate more of their affairs to agents, the impact of this gap grows. We isolate one concrete, controllable slice of this gap as Ask-to-Remember (ATR): the agent decides whether to ask now for a reusable user preference that the current task does not need but a later session with the same user will. ATR is hard even to evaluate: the right question is underdetermined and its payoff deferred to tasks that may never arise. ATRBench, to the best of our knowledge the first ATR benchmark, makes it measurable by fixing each user’s preferences as hidden ground truth, so success demands asking, not recall. Across eight frontier LLM agents, defaults fall at least 62 points below an oracle handed the relevant preference, and prompting closes little of it. Diagnostics identify acquisition as the bottleneck. ATRBench surfaces this proactivity gap in current agents and offers a diagnostic testbed for closing it.

Large embedding models have become the backbone of modern retrieval systems, offering strong semantic representations at the cost of substantial storage and computation. While recent work explores quantizing embeddings into discrete document identifiers for generative retrieval, most existing approaches rely on Euclidean quantization, which is poorly aligned with the angular geometry induced by contrastive embedding training and often requires long identifier sequences to preserve semantic fidelity. In this work, we propose Hyperspherical Householder Quantization (HHQ), a geometry-aware distillation method that compresses large embeddings into short discrete representations via iterative Householder transformations on the unit hypersphere. By explicitly preserving cosine similarity at each step, HHQ distills semantic structure into compact identifiers that remain faithful to the original embedding space. To support reliable generation of these identifiers, we introduce constrained supervised fine-tuning and tree-aware dynamic masking to enforce structural validity during training and inference. Experiments on NQ and MS MARCO show that HHQ achieves competitive or superior retrieval performance using only five tokens per document, substantially reducing decoding cost while retaining strong semantic retrieval accuracy.