Why Manual Pen Testing Is Dead (and What’s Next with AI Offensive Security) - Terra Security

In this episode of CyberBytes: The Podcast, we’re joined by Shahar Peled, CEO and Co-Founder of Terra Security, the startup shaking up penetration testing with agentic AI.

Fresh out of stealth and already crowned the winner of the AWS, CrowdStrike, and NVIDIA Cybersecurity Competition at RSA 2025, Terra is on a mission to turn traditional, one-off pen tests into continuous, AI-powered offensive security.

Shahar shares his path from serving in Special Forces, to scaling go-to-market at JIT, to now building Terra with his co-founder Gal. We dig into why offensive security is broken, how AI agents can finally scale what human hackers do best, and why “a human in the loop” is still essential. If you want an inside look at the future of cybersecurity and the rise of autonomous offensive security, this conversation is a must-listen.

Shahar's LinkedIn: https://www.linkedin.com/in/speled/

Terra Security - https://www.linkedin.com/company/terrasecurity/

Joseph's LinkedIn - https://www.linkedin.com/in/cybercoops/

Aspiron Search - https://www.linkedin.com/company/aspiron-search/

The BlackHat Edition of CyberBytes is proudly sponsored by Marketbridge - a unique blend of strategic growth consultancy and top-tier marketing agency.

Marketbridge drives accelerated performance with zero signal loss, seamlessly connecting GTM strategy to in-market execution.

Marketbridge: https://www.linkedin.com/company/marketbridge