The AI Hacker Era Is Here: Alissa Knight on Rewriting Cybersecurity
April 2, 2026
What happens when a former teenage hacker builds AI that can find security vulnerabilities before attackers do? In this episode of Built Not Born, host Sage Nye speaks with cybersecurity expert, CAIO, Founder, and CEO of Assail, Alissa Knight, about the rapidly evolving intersection of AI and offensive security. Once arrested for hacking as a teenager, Alissa went on to build Ares, a powerful AI model that autonomously discovers vulnerabilities in APIs, mobile apps, and web applications.
She explains why the age of adversarial AI means companies must shift from preventing attacks to continuously identifying weaknesses faster than attackers can exploit them. The conversation explores the rise of AI-driven security testing, the emerging “one-person unicorn” founder model, and how startups should think about hiring, fundraising, and defensibility in an AI-first world where directing intelligent systems may matter more than traditional expertise.
What happens when a former teenage hacker builds AI that can find security vulnerabilities before attackers do? In this episode of Built Not Born, host Sage Nye speaks with cybersecurity expert, CAIO, Founder, and CEO of Assail, Alissa Knight, about the rapidly evolving intersection of AI and offensive security. Once arrested for hacking as a teenager, Alissa went on to build Ares, a powerful AI model that autonomously discovers vulnerabilities in APIs, mobile apps, and web applications.
She explains why the age of adversarial AI means companies must shift from preventing attacks to continuously identifying weaknesses faster than attackers can exploit them. The conversation explores the rise of AI-driven security testing, the emerging “one-person unicorn” founder model, and how startups should think about hiring, fundraising, and defensibility in an AI-first world where directing intelligent systems may matter more than traditional expertise.
Here’s what you will learn:
- Why the genie is already out of the bottle, and why you must embrace adversarial AI
- How to democratize expert-level security talent through AI
- The founder principle of interviewing your investors, not just the other way around
- How to hire on personality first, skills second, and why it matters
- The critical difference between "building AI safely" and "building AI defensively"
- Why the future of enterprise work is human operators managing AI agents
Alissa Knight is the Founder, CEO, and Chief AI Officer of Assail, where she leads the development of agentic AI systems for continuous exposure management. With more than 26 years in offensive security, she is widely recognized for uncovering vulnerabilities across critical infrastructure and enterprise APIs. A two-time founder with successful exits, Alissa has raised over $65 million and architected Ares, a 14-billion-parameter AI model designed for autonomous vulnerability discovery. Her research has influenced public policy, advised military institutions, and shaped modern cybersecurity practices.
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