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To Err Is AI: A Case Study Informing LLM Flaw Reporting Practices
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Reports lessons learned from a vendor panel running the open-ended DEF CON 2024 Generative Red Team 2 bug bounty against the OLMo language model, distilling best practices for LLM flaw reporting.
Problem
Flaw reporting for LLMs lacks established infrastructure, disclosure culture, and adjudication practices, so safety failures relative to model documentation are hard to report and evaluate by outside participants.
Approach
Operationalizes a community bug bounty for LLM flaws (rather than vulnerabilities) by having a vendor panel adjudicate hacker reports against model documentation, and distills six operational challenges and lessons from it, such as systematic-vs-individual failure criteria, two-tier bounties, and documentation changes.
Key results
- 495 participants produced 200 flaw reports during GRT2 at DEF CON 2024, with $7,400 of the $10,000 prize pool paid out.
- The most common rejection was proof-of-concept single-prompt jailbreaks rather than systematic flaws; a two-tier bounty ($50 single-prompt, $500 systematic) was introduced.
- The OLMo model card was updated to explicitly disclaim legal advice use cases after participants showed the model giving confabulated legal advice.
Measured effects reported in the paper
| What was changed | Where | Measured | Effect |
|---|---|---|---|
| Use WildGuard-triggered reprompting instead of inserting a guaranteed refusal | OLMo with WildGuard · Jailbreak attacks | susceptibility to jailbreak attacks | Hurt |
| Disclaim legal advice as an intended use case in the model card | OLMo documentation · Legal advice | likelihood of replicating legal-advice harms | Helped |
| Introduce a two-tier bounty system for single-prompt and systematic demonstrations | GRT2 adjudication process · Participant engagement | participant persistence | Helped |
| Introduce a two-tier bounty system that awards small bounties for interesting single-prompt submissions | GRT2 adjudication process · Jailbreak submissions | mass-produced single-prompt jailbreak submissions | Hurt |
| Require jailbreak attacks to demonstrate general failure for the larger bounty | GRT2 adjudication process · Jailbreak submissions | systematic failure demonstrations | Helped |
Surprising findings
- A tiered bounty for single-prompt jailbreaks opened the door to mass-produced individual instances, requiring the jailbreak category to be restricted to systematic failures on day one.
- Automated scoring mechanisms that did not rely on human annotation proved more confusing than useful for submitters.
Limitations
- Single event with a homogeneous hacker population, so adjudication generalizability to broader users is unclear.
- Lessons come from one vendor panel's perspective and an event with a three-month planning window.
Experimental setup
Metrics: number of flaw reports bounty payouts accepted submissions
Builds on: coordinated flaw disclosure framework AI Incident Database WildGuard
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