Please join us on Friday May 29, 2026 for Super Cyber Friday.

Our topic of discussion will be “Hacking Pentesting in the Age of Agentic AI: An hour of critical thinking about who's really in charge when the machines do the testing.”

Joining David Spark, producer of CISO Series for this discussion will be:

In preparation for our discussion, think about the following:

When your pentesting agents are running autonomously, what does "human oversight" mean in practice? And when does oversight become a liability that slows everything down?

If agents are doing the testing and humans are coordinating, what skills does that human coordinator need that a traditional pentester doesn't have?

How do you maintain accountability when a finding comes from an agent who made a decision that no human explicitly approved?

How do you build responsible AI into an offensive security product without neutering the speed advantage that makes it valuable?

How do you prevent an agent's institutional memory from becoming an institutional blind spot?

When agents specialize, network, application, identity, cloud, who owns the finding that spans all four?

What does a meaningful test of an AI pentesting agent look like, an actual validation that it's doing the job?

If agentic pentesting compresses the time between discovery and remediation, does it change the conversation security has with the business, or does it just accelerate the same arguments faster?

Continuous pentesting has been a market pitch for years. What's different about the agentic version that makes continuity meaningful rather than a billing model?

Huge thanks to our sponsor, Sprocket Security

It all starts at 1 PM Eastern/10 AM Pacific. At the end of the hour [2 PM Eastern/11 AM Pacific] we'll switch gears to our meetup where everyone will get a chance to chat face to face.

We play games during the show, and some players can win prizes! Players in the US can receive prizes as gifts; those outside the US can win gift cards.

Super Cyber Fridays are open discussions where all viewers and listeners are welcome to become participants. Before the scheduled event, connect your webcam and microphone (avoid Bluetooth). During the discussion, if you have a question or comment, let it be known in the chat room and our producer will do his best to get as many of you into the conversation. We look forward to you joining us.

"Hacking Pentesting in the Age of Agentic AI" - Super Cyber Friday