About this episode

This episode discusses the risks associated with shadow AI agents in organizations and provides actionable security strategies.

Your organization is already running an AI workforce and almost nobody knows who they report to, what they can touch, or how to shut them down. In this episode, Sherri Davidoff and Matt Durrin break down the shadow AI agent problem: what makes an agent a "shadow" agent, how real breaches are already happening because of them, and what security leaders can do about it this week. Using three case studies: Anthropic's Claude Dispatch as a canonical product example, the April 2026 Vercel breach (the cleanest illustration yet of the OAuth supply chain attack model), and Meta's internal Sev-1 incident (when the agent itself is the failure mode). Sherri and Matt walk through the four layers where shadow agents accumulate risk and close with five concrete, actionable takeaways for security teams at any size. Key takeaways 1. Start with discovery, not policy. You can't govern what you can't see. The right question to ask your team isn't "are you using unauthorized AI tools?" — it's "what AI tools are you using to do your job?" Check OAuth grants in Google Workspace and Microsoft Entra, and look at expense reports. The real number of agents in your environment is typically two to five…

People in this episode

Guests: Sherri Davidoff, Matt Durrin

Topics covered

• shadow AI agents
• cybersecurity
• OAuth supply chain attack
• AI workforce management
• security best practices

Keywords

• shadow agents
• AI workforce
• cyber breaches
• OAuth scopes
• security teams

Mentioned in this episode

Organizations: Vercel, Meta

Products: Anthropic's Claude Dispatch

More episodes of Cyberside Chats: Cybersecurity Insights from the Experts

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• Finals Week Fallout: The Canvas Hack That Shook Education · May 12, 2026 · 11 min

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