Benchmarking Deep Search over Heterogeneous Enterprise Data

Abstract: We present a new benchmark for evaluating Deep Search--a realistic and complex form of retrieval-augmented generation (RAG) that requires source-aware, multi-hop reasoning over diverse, sparsed, but related sources. These include documents, meeting transcripts, Slack messages, GitHub, and URLs, which vary in structure and often contain human-to-human interactions. We build it using a synthetic data pipeline that simulates business workflows across product planning, development, and support stages, generating interconnected content with realistic noise and multi-hop questions with guaranteed ground-truth answers. We release our benchmark with both answerable and unanswerable queries, and retrieval pool of 39,190 enterprise artifacts, enabling fine-grained evaluation of long-context LLM and RAG systems. Our experiments reveal that even the best-performing agentic RAG methods achieve an average performance score of 32.96 on our benchmark. With further analysis, we highlight retrieval as the main bottleneck: existing methods struggle to conduct deep searches and retrieve all necessary evidence. Consequently, they often reason over partial context, leading to significant performance degradation.