LLM agents increasingly maintain personal memory across sessions, but it can conflict. Preferences depend on context, behavior evolves, and sources can conflict. When a query lacks context, time, or source authority to interpret conflict, treating one memory as definitive converts unresolved conflict into an unjustified, overconfident action. Existing benchmarks recover one answer from conflicting evidence, overlooking whether agents recognize underdetermination, preserve alternatives, seek missing information, and choose appropriate actions. We introduce \underline{T}esting \underline{A}gents' \underline{N}avigation of \underline{G}enuine, \underline{L}atent, and \underline{E}ntangled Memory Conflicts (\textsc{TANGLE}), a benchmark for genuinely unresolvable memory conflicts. It comprises 541 instances across 40 personas and three types: Context-Partitioned Conflict (CPC), Behavior-Oscillation Conflict (BOC), and Source-Contradiction Conflict (SCC). We evaluate two tracks---an oracle track with curated memory and a pipeline track that extracts memory from multi-session dialogues---on five dimensions: conflict perception, causal reasoning, confidence calibration, clarification seeking, and memory faithfulness. Experiments reveal pipeline challenges. With curated memory, models recognize conflicts more reliably than they calibrate actions or seek targeted clarification. With end-to-end pipeline memory, extraction fails to preserve conflict-bearing relations needed for downstream reasoning. Policy comparisons show fixed rules are insufficient when actions must reflect conflict. These findings motivate Conflict-Aware Action Policy (CAAP), which adapts actions to each conflict using available evidence. \textsc{TANGLE} frames conflict handling as recognizing underdetermination, retaining conflicting evidence, and acting without forcing a definitive answer.
Recent position papers argue that the classical aleatoric/epistemic uncertainty framework is insufficient for interactive large language model (LLM) agents and call for underspecification-aware, decomposed, and communicable uncertainty representations that can unlock new agent capabilities such as proactive clarification seeking and shared mental-model building. Practical deployment constraints -- black-box APIs, interactive latency budgets, and the absence of labeled trajectories -- rule out logprob-based, multi-sampling, and training-based methods, leaving prompt-based estimation as the most viable family for surfacing such signals at deployment time. We answer this call with a simple prompt-based decomposition that separates action confidence from request uncertainty (u), enabling the agent to ask for clarification when the task specification is ambiguous. To evaluate it, we introduce two clarification-augmented benchmarks (WebShop-Clarification and ALFWorld-Clarification) in which 50% of tasks are deliberately underspecified, and systematically compare the proposed decomposition against ReAct+UE and Uncertainty-Aware Memory (UAM) across five LLM backbones (GPT-5.1, DeepSeek-v3.2-exp, GLM-4.7, Qwen3.5-35B, GPT-OSS-120B) on these variants together with the standard WebShop, ALFWorld, and REAL benchmarks for fault detection. Averaged across the five backbones, the proposed decomposition improves clarification F1 on ALFWorld-Clarification by 73% over ReAct+UE and by 36% over UAM, and leads clarification F1 on every backbone on WebShop-Clarification and on four of five backbones on ALFWorld-Clarification, indicating that the gains generalize beyond a single LLM.