Overview · Gig work
AI red-teaming competitions (Gray Swan Arena)
Join free jailbreak and prompt-injection challenges where frontier labs and AI safety institutes pay prizes for successful 'breaks' of their models; most winning breaks are written in plain English. Prizes go to leaderboard ranks and per-model bounty pools, so steady income is not guaranteed, and top finishers can be invited into paid private red-teaming work.
Details
- How it works
- Join free jailbreak and prompt-injection challenges where frontier labs and AI safety institutes pay prizes for successful 'breaks' of their models; most winning breaks are written in plain English. Prizes go to leaderboard ranks and per-model bounty pools, so steady income is not guaranteed, and top finishers can be invited into paid private red-teaming work.
- Tools
- Gray Swan Arena, ChatGPT or Claude for practice. Tool links
- Startup costs
- $0 (free to enter)
- Reported earnings
- Prize pools, not wages: Gray Swan's Q1 2026 challenge paid $40,000 across leaderboards and per-model bounties (minimum payout $100), its August 2026 round $30,000 to the top 50 and model bounties, and the Arena lists a $300,000 pool for its October 2026 'IPI Black' challenge. Most participants win little or nothing.Prize pools from Gray Swan's own challenge rules pages.Entry last updated · What the labels mean
Sources
A full research note (hours, startup costs and a month-by-month earnings range) for this entry is in progress.
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