LLMail-Inject: A Dataset from a Realistic Adaptive Prompt Injection Challenge

Sahar Abdelnabi, Aideen Fay, Ahmed Salem, Egor Zverev, Kai-Chieh Liao, Chi-Huang Liu, Chun Chih Kuo, Jannis Weigend, Danyael Manlangit, Alex Apostolov, Haris Umair, João Donato, Masayuki Kawakita, Athar Mahboob, Tran Huu Bach, Tsun-Han Chiang, Myeongjin Cho, Hajin Choi, Byeonghyeon Kim, Hyeonjin Lee, Benjamin Pannell, Conor McCauley, Mark Russinovich, Andrew Paverd, Giovanni Cherubin


Abstract
Indirect prompt injection attacks exploit a fundamental weakness of LLMs: executing unauthorized tasks from untrusted sources. Despite the practical significance of this attack vector, existing benchmarks rely on small sets of template-based attacks (100–1,000 examples) that fail to capture the diversity and adaptiveness of real-world adversaries. Consequently, benchmarks are saturated and overfit to static attacks. We introduce LLMail-Inject, a large-scale benchmark of 208,095 distinct human-written attack prompts collected through a public red-teaming challenge with 839 participants. LLMail-Inject evaluates the attack’s complete chain of execution: prompts must be retrieved from an email database, evade production-level defenses, and trigger unauthorized tool calls with correct arguments. Evaluation reveals that models that achieve <5% attack success rate (ASR) on existing benchmarks fail more on LLMail-Inject: Meta SecAlign–specifically trained against prompt injection–still yields 32% ASR, GPT-4o exhibits 58% ASR, and GPT-5 mini 47% ASR. We further demonstrate that attacks transfer across domains, achieving 37% ASR on proof-of-concept coding tasks and 28-45% ASR on file management tasks. We release our challenge platform and curated evaluation subsets at multiple difficulty tiers and the full dataset with rich annotations.
Anthology ID:
2026.findings-emnlp.514
Volume:
Findings of the Association for Computational Linguistics: EMNLP 2026
Month:
October
Year:
2026
Address:
Budapest, Hungary
Editors:
Hung-Yi Lee, Sunipa Dev, Jessy Li, Desmond Elliott
Venue:
Findings
SIG:
SIGDAT
Publisher:
Association for Computational Linguistics
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Pages:
10757–10797
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URL:
https://aclanthology.org/2026.findings-emnlp.514/
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Cite (ACL):
Sahar Abdelnabi, Aideen Fay, Ahmed Salem, Egor Zverev, Kai-Chieh Liao, Chi-Huang Liu, Chun Chih Kuo, Jannis Weigend, Danyael Manlangit, Alex Apostolov, Haris Umair, João Donato, Masayuki Kawakita, Athar Mahboob, Tran Huu Bach, Tsun-Han Chiang, Myeongjin Cho, Hajin Choi, Byeonghyeon Kim, Hyeonjin Lee, Benjamin Pannell, Conor McCauley, Mark Russinovich, Andrew Paverd, and Giovanni Cherubin. 2026. LLMail-Inject: A Dataset from a Realistic Adaptive Prompt Injection Challenge. In Findings of the Association for Computational Linguistics: EMNLP 2026, pages 10757–10797, Budapest, Hungary. Association for Computational Linguistics.
Cite (Informal):
LLMail-Inject: A Dataset from a Realistic Adaptive Prompt Injection Challenge (Abdelnabi et al., Findings 2026)
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PDF:
https://aclanthology.org/2026.findings-emnlp.514.pdf