arXiv:2508.11133v1 Announce Type: cross Abstract: Large language models (LLMs) are emerging as a go-to tool for querying information. However, current LLM benchmarks rarely feature natural questions that are both information-seeking as well as genuinely time-consuming for humans. To address this gap we introduce MoNaCo, a benchmark of 1,315 natural and complex questions that require dozens, and at times hundreds, of intermediate steps to solve -- far more than any existing QA benchmark. To build MoNaCo, we developed a decomposed annotation pipeline to elicit and manually answer natural time-consuming questions at scale. Frontier LLMs evaluated on MoNaCo achieve at most 61.2% F1, hampered by low recall and hallucinations. Our results underscore the need for reasoning models that better handle the complexity and sheer breadth of real-world information-seeking questions -- with MoNaCo providing an effective resource for tracking such progress. The MONACO benchmark, codebase, prompts and models predictions are publicly available at: https://tomerwolgithub.github.io/monaco