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Gray Swan AI, a Pittsburgh-based AI security company, launched its redesigned Arena 2. 0 red-teaming platform on 20 October 2026. Its largest challenge to date is Indirect Prompt Injection (IPI) Black, with a $300,000 prize pool sponsored by Anthropic, Meta, Google DeepMind and Reflection AI.
Participants compete for prize money by getting guardrailed AI models and agents to break their safety rules through indirect prompt injection attacks. According to press coverage, new attack scenarios are released weekly until 2 November 2026, though a snippet of the rules page gives a window of 15 October to 5 November 2026, so the final date should be checked.
A human must drive every agent being tested, and anyone who lets an agent misbehave is barred from current and future competitions. The challenge is designed to be open to people without technical backgrounds. Top performers may be invited into Gray Swan's paid red-teaming community.
Jailbreaks may not be shared until all prizes for the challenge are awarded.
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Or search similar grants →According to the current listing, eligibility includes: Open to anyone through the public online Gray Swan Arena, including participants without technical backgrounds. A human must drive every agent being tested, and Arena rules on disclosure and conduct apply. Confirm the full requirements in the official notice before applying.
The current listing shows $300,000 total prize pool (reported as about $100,000 per wave, split between white-box and black-box tracks). Verify award ceilings, matching requirements, and allowable costs in the official notice.
Applications for Gray Swan Arena Indirect Prompt Injection (IPI) Black AI Red-Teaming Challenge 2026 with $300,000 Prize Pool are due November 2, 2026. Build your timeline backwards from this date to cover registrations, approvals, and final submission checks.
Gray Swan Arena Indirect Prompt Injection (IPI) Black AI Red-Teaming Challenge 2026 with $300,000 Prize Pool is funded by Gray Swan AI (sponsored by Anthropic, Meta, Google DeepMind and Reflection AI). Verify program details on the funder's official page before applying.
Start from the official opportunity page linked in this listing — it carries the sponsor's submission instructions.
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