How Attackers Win: Simulating Real-World Cyber Attacks

Recorded in Singapore on 30 April 2026, our founder Abhijith B R sat down with Jane Lo for a conversation on how attackers actually win, and what it takes for defenders to keep up. Abhijith was in town for a busy week, all at Marina Bay Sands, Singapore: he led the two-day DEF CON Training Mastering Breach and Adversarial Attack Simulation Engagements, delivered a lightning talk, Adaptive AI Assisted Ransomware Simulation and Cyber Defence Validation, at Milipol TechX (MTX), and presented RedTeamSimmer at DEF CON Singapore 2026 Demo Labs.

In the conversation, Abhijith and Jane get into:

• how real-world adversaries operate today, from initial access through to impact;
• why simulating those attacks, rather than guessing at them, is the most reliable way to know whether your defenses actually hold;
• how adaptive AI is changing ransomware and the speed at which attacks unfold;
• what breach and adversary simulation looks like in practice, and how it turns attacker tradecraft into something defenders can measure and improve against;
• the attacker mindset, and why it matters as much for builders and defenders as it does for red teams.

About Jane Lo

Jane Lo is the Singapore Correspondent for MySecurity Media and a specialist in cyber and financial risk. With an MBA and CEH and GRCP certifications, she has spent over a decade in the City of London before relocating to Singapore, and she now hosts the CyberPenny (miss cyberpenny) podcast and vodcast, where she speaks with academics, industry experts, entrepreneurs, and regulators across cybersecurity, privacy, web3, and emerging tech.

Watch

Watch the full conversation on YouTube, on Jane Lo's CyberPenny channel.

Follow

• Abhijith B R: linkedin.com/in/abhijith-b-r
• Jane Lo: linkedin.com/in/lojane
• CyberPenny on YouTube: youtube.com/@misscyberpenny

From Singapore