Benchmarking Deep Search over Heterogeneous Enterprise Data

Prafulla Kumar Choubey, Xiangyu Peng, Shilpa Bhagavath, Kung-Hsiang Huang, Caiming Xiong, Chien-Sheng Wu


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.
Anthology ID:
2025.emnlp-industry.34
Volume:
Proceedings of the 2025 Conference on Empirical Methods in Natural Language Processing: Industry Track
Month:
November
Year:
2025
Address:
Suzhou (China)
Editors:
Saloni Potdar, Lina Rojas-Barahona, Sebastien Montella
Venue:
EMNLP
SIG:
Publisher:
Association for Computational Linguistics
Note:
Pages:
501–517
Language:
URL:
https://preview.aclanthology.org/ingest-emnlp/2025.emnlp-industry.34/
DOI:
Bibkey:
Cite (ACL):
Prafulla Kumar Choubey, Xiangyu Peng, Shilpa Bhagavath, Kung-Hsiang Huang, Caiming Xiong, and Chien-Sheng Wu. 2025. Benchmarking Deep Search over Heterogeneous Enterprise Data. In Proceedings of the 2025 Conference on Empirical Methods in Natural Language Processing: Industry Track, pages 501–517, Suzhou (China). Association for Computational Linguistics.
Cite (Informal):
Benchmarking Deep Search over Heterogeneous Enterprise Data (Choubey et al., EMNLP 2025)
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PDF:
https://preview.aclanthology.org/ingest-emnlp/2025.emnlp-industry.34.pdf