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In this follow-up episode, guest host Jonathan Kimmitt sits down again with Matthew Maynard, Security Operations Specialist at BJC HealthCare and Dark Web Researcher, to take an even deeper dive into the inner workings of ransomware crews and the people behind them. Matthew takes listeners deeper into the “lion’s den,” revealing what he has learned from directly engaging with threat actors on the dark web—how they think, how they operate, and why the human element inside these criminal ecosystems matters more than most organizations realize. In this episode, they break down: What motivated Matthew to enter ransomware intelligence and begin infiltrating criminal groups How ransomware crews recruit, organize, and operate like legitimate businesses Key differences between the clear web and dark web, and common misconceptions Essential OPSEC practices and how both researchers and criminals protect their identities How personas are created and maintained when engaging directly with threat actors Human drivers of cybercrime—from financial incentive to desperation and coercion Insider risks, layoffs, and how human vulnerability contributes to modern breaches Major intelligence wins and insights that help organizations make stronger security decisions This episode offers rare, firsthand insight into the techniques, mindset, and operational flow of active cybercriminals—paired with practical guidance for defenders. Whether you’re in security leadership, incident response, threat intel, or simply curious about the dark web, this conversation will challenge your assumptions and expand your understanding of today’s most dangerous threats. Listen now and hear why knowing your adversary is one of the most powerful defenses in cybersecurity.