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Four frontline CISOs trade “worst-day” breach stories, debate AI fraud, and share practical ways to turn burned-out employees into your first line of defense. DDoS spikes, supply-chain ransomware, deep-fake wire fraud: the attack surface never stops growing. In this candid CISO Village panel, leaders from telecom, state government, global finance, and tech consulting compare notes on today’s highest-impact threats and the culture shifts needed to fight them. Discussion highlights Worst days on the job — from Operation Night Dragon’s global mining fallout to nonprofit ransomware that shut down cancer-support services. Human risk vs tech risk — why repeat phish-clickers are a symptom, not the disease, and how to create incentives (not shame) that actually change behavior. AI & voice-clone fraud — real case study: compromised RingCentral + voice clone convinces a COO to wire funds. Legacy headaches — unpatched Exchange 2016 in 2025, MFA gaps, and why “executive debt” blocks progress more than technical debt. Culture & awareness — Swedish-fish rewards, Smokey-Bear awards, and creative no-budget recognition for public-sector teams. Future focus — geopolitical risk, OT insecurity, and building K-12 cyber-literacy before the next million users come online. Walk away with field-tested tactics to boost reporting, rationalize tool sprawl, and keep critical services running when chaos hits. 00:00 Question 1 – Worst incident of your career 01:24 Operation Night Dragon: Global impact story 01:48 Financial services: Retirement‑fund breach 04:04 Local government ransomware case 07:06 Non‑profit organization ransomware incident 08:55 COVID‑stranded IR team anecdote 09:07 Audience Q&A – External vulnerabilities & supply chain risks 13:15 OT & ICS default‑password risks (drinking water) 13:47 Security awareness: incentives vs penalties 22:24 Security challenges of K‑12 & broadband rollout 24:11 Gift‑card scams & retail consumer education 27:33 Emotional factors & attacker psychology 30:04 Reframing humans as security assets 35:52 Preventing burnout: marathon mindset 39:01 Rapid‑fire advice – Top priorities for new CISOs 47:33 CISO interview prep & career insights 51:02 Community resources & meetup announcements #CISOVillage #CyberLeadership #cactuscon13 #incidentresponse #securityculture