Traditional annual compliance training often fails to prepare organizations for chaotic, high-pressure cyber incidents. Incident Response (IR) "Game Day" exercises and tabletop drills simulate live ransomware attacks, deepfake executive requests, and supply chain breaches in a controlled environment. This episode breaks down how to design realistic tabletop scenarios that test communication trees, decision velocity, and cross-department coordination between IT, Legal, and Communications.
Week 2 Bonus Code: ' CALLBACK '
Week 3 Bonus Code: ' PASSKEYS '
Week 1 + 2 Contest/Skills winner is William W, for a tabletop called “Deepfake CFO Call.” A treasury team gets a Teams call from their CFO, on camera, asking for a $1.86 million wire. It isn’t her. The attacker reset her MFA weeks earlier with a cloned voice. It scored 90 out of 100. Congrats, William. https://tabletopsec.com/
Week three is open now, and the theme is identity and passkeys. The prize is a Nitrokey 3 plus $50 in CISO Marketplace credit. Your first submission adds 25 entries to the NitroPhone draw, and code PASSKEYS adds three more at https://cyberaware.win/c/PASSKEYS Entries close October 31st.
Buy Nitrokey direct: https://securitygadgets.shop/nitrokey
Enter free: https://cyberaware.win
Bonus entries (+25 for your first submission): https://cyberaware.win/community
No purchase necessary. Rules: https://cyberaware.win/rules
Full October schedule + all episodes: https://cisoinsights.show/security-awareness-2026/
#CyberAwareWin #CybersecurityAwarenessMonth
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