
Written by a model from the transcript; not yet reviewed.
Sean McGregor, co-founder of the AI Verification and Evaluation Research Institute and founder of the AI Incident Database, joins Daniel Whitenack and Chris Benson to discuss how the field is grappling with AI safety at scale. McGregor explains that his database has collected over 5,000 human-annotated reports across more than 1,000 discrete incident records, sourced primarily from journalistic reporting. He defines an AI incident as an event where harm has taken place, a term chosen for its vagueness that covers both intentional and unintentional harms.
The conversation moves to third-party auditing and the limits of benchmarks. McGregor draws a financial audit metaphor: benchmarks are like balance sheets that need verification, and his BenchRis project found that most benchmarks were produced for research purposes rather than practical deployment. He uses the BBQ bias benchmark as an example of a well-regarded tool whose distribution doesn't generalize to specific deployment environments.
A significant portion of the episode covers McGregor's experience running the Generative Red Team 2 challenge at DEF CON, where participants attempted to break a 7-billion-parameter LLM from the Allen Institute for AI. The key finding was that the handoff between the guard model and the underlying model was the most exploitable vector, and that requiring statistical evidence of systematic vulnerability—rather than single anecdotes—fundamentally changed how participants approached the problem.
AI Incident Database Scaledata
McGregor reports the database has over 5,000 human-annotated reports across 1,000+ discrete incident records, comparing the practice to aviation crash reporting and medical adverse event systems as a fundamental safety primitive.
Why 'Incident' Was Choseninsight
McGregor explains that terms like 'accident' imply no intention, while 'exposure' and 'compromise' imply intention. 'Incident' was selected because it is sufficiently vague to cover all cases while still meaning something specific.
General-Purpose Systems Broke Safetyinsight
McGregor argues that all existing safety processes assume a specific operating context. When a system's context is wildcard—everything—you cannot verify safety across all circumstances, creating a fundamental gap in the safety framework.
The Knitter Shirt Traffic Citationstory
A traffic camera registered a woman's shirt reading 'knitter' (with a purse strap making it look like 'KNI9TER') as a license plate, and a citation was mailed to the wrong person. McGregor uses it to show how the real world is harder than test environments.
Benchmarks as Unverified Balance Sheetsstrategy
McGregor draws a financial audit metaphor: benchmarks are like balance sheets claiming $10 million in the bank, and meta-evaluation is calling the bank to verify the money is real. His BenchRis project found many benchmarks had weak evidentiary support.
DEF CON Generative Red Team 2story
McGregor describes running a challenge at DEF CON where participants tried to break a 7B-parameter LLM from the Allen Institute for AI. He sat at the judging table for days, adjudicating whether submissions constituted systematic violations of the model's documentation.
Anecdote Does Not Equal Datastrategy
McGregor explains why single exploits don't count: if a filter blocks 99% of bad outputs, someone can always roll the dice 100 times and get one through. What matters is whether the system is systematically vulnerable at a rate indicating a design flaw.
Guard Model Handoff Vulnerabilityinsight
The biggest exploit vector at DEF CON was the configuration of the handoff between the guard model and the underlying LLM. The looser re-prompting configuration allowed participants to extract somewhat useful replies that should have been rejected entirely.
AI is moving fast from research to real-world deployment, and when things go wrong, the consequences are no longer hypothetical. In this episode, Sean McGregor, co-founder of the AI Verification & Evaluation Research Institute and also the founder of the AI Incident Database, joins Chris and Dan to discuss AI safety, verification, evaluation, and auditing. They explore why benchmarks often fall short, what red-teaming at DEFCON reveals about machine learning risks, and how organizations can better assess and manage AI systems in practice. Featuring: Sean McGregor– LinkedIn https://www.linkedin.com/in/seanbmcgregor/Chris Benson – Website https://chrisbenson.com/, LinkedIn https://www.linkedin.com/in/chrisbenson, Bluesky https://bsky.app/profile/chrisbenson.bsky.social, GitHub https://github.com/chrisbenson, X https://x.com/chrisbensonDaniel Whitenack – Website https://www.datadan.io/, GitHub https://github.com/dwhitena, X https://x.com/dwhitenaLinks: AI Verification & Evaluation Research Institute https://www.averi.org/AI Incident Database https://incidentdatabase.ai/38th convening of IAAI https://aaai.org/conference/aaai/aaai-26/iaai-26-call/BenchRisk https://www.youtube.com/watch?v=rE17hShOF_QState of Global AI Incident Reporting https://www.youtube.com/watch?v=BOjTPSimNJkUpcoming Events: Register for upcoming webinars here https://practicalai.fm/webinars!
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