Ahead of Black Hat USA 2025, Sean Martin and Marco Ciappelli sit down once again with Rupesh Chokshi, Senior Vice President and General Manager of the Application Security Group at Akamai, for a forward-looking conversation on the state of AI security. From new threat trends to enterprise missteps, Rupesh lays out three focal points for this year’s security conversation: protecting generative AI at runtime, addressing the surge in AI scraper bots, and defending the APIs that serve as the foundation for AI systems.

Rupesh shares that Akamai is now detecting over 150 billion AI scraping attempts—a staggering signal of the scale and sophistication of machine-to-machine activity. These scraper bots are not only siphoning off data but also undermining digital business models by bypassing monetization channels, especially in publishing, media, and content-driven sectors.

While AI introduces productivity gains and operational efficiency, it also introduces new and uncharted risks. Agentic AI, where autonomous systems operate on behalf of users or other systems, is pushing cybersecurity teams to rethink their strategies. Traditional firewalls aren’t enough—because these threats don’t behave like yesterday’s attacks. Prompt injection, toxic output, and AI-generated hallucinations are some of the issues now surfacing in enterprise environments, with over 70% of organizations already experiencing AI-related incidents.

This brings the focus to the runtime. Akamai’s newly launched Firewall for AI is purpose-built to detect and mitigate risks in generative AI and LLM applications—without disrupting performance. Designed to flag issues like toxic output, remote code execution, or compliance violations, it operates with real-time visibility across inputs and outputs. It’s not just about defense—it’s about building trust as AI moves deeper into decision-making and workflow automation.

CISOs, says Rupesh, need to shift from high-level discussions to deep, tactical understanding of where and how their organizations are deploying AI. This means not only securing AI but also working hand-in-hand with the business to establish governance, drive discovery, and embed security into the fabric of innovation.

Learn more about Akamai: https://itspm.ag/akamailbwc

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Guests:

Rupesh Chokshi, SVP & General Manager, Application Security, Akamai | https://www.linkedin.com/in/rupeshchokshi/

Hosts:

Sean Martin, Co-Founder at ITSPmagazine | Website: https://www.seanmartin.com

Marco Ciappelli, Co-Founder at ITSPmagazine | Website: https://www.marcociappelli.com

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