Supersede: Diagnosing and Training the Memory-Update Gap in LLM Agents

Large language model (LLM) agents operate over long, multi-session interactions in which facts change: a user moves, a price updates, a plan is revised. Acting correctly requires using the current value of a fact and discarding values that have been superseded. We isolate this ability on real conversational data and show that it is a distinct, unsolved failure. On the knowledge-update subset of LongMemEval, replacing an agent's full context with a bounded, self-maintained memory drops accuracy from 92% to 77% even on a frontier model (gpt-5.4), a gap that is statistically significant (paired McNemar $p<0.005$) and persists across model scale while full-context accuracy saturates near 92%. The bottleneck is therefore memory maintenance, not comprehension, and is not closed by a stronger model. We then ask whether this is merely an undersized memory, and find it is not: as the conversation grows $24\times$, accuracy falls further (from 68% to 28%), and granting the agent proportionally more memory yields no detectable recovery (28% to 28%, n=25). The failure scales with the length of the conversation, not the compression ratio. We release Supersede, an open reinforcement-learning environment (on the verifiers / prime-rl stack) that turns this measurement into a training signal: agents are rewarded for answering from the current value and penalized for stale ones. Finally, we close the loop and show the gap is trainable: GRPO fine-tuning a small open model (Qwen2.5-3B) on this environment nearly doubles its held-out supersession accuracy on real, unseen conversations (9.0% to 16.7%, a single run), along a monotonic checkpoint curve indicating the learned policy, not the harness, carries the gain. To our knowledge this is the first trainable environment whose reward targets temporal fact-currency, and the first evidence the supersession gap can be trained down, not only measured.