Time Zone: EST
In today’s world of AI-enhanced cyber threats, phishing emails have evolved beyond broken grammar and fake logos. Attackers now use Artificial Intelligence to craft hyper-realistic messages that mimic vendors, colleagues, and even executives with uncanny accuracy. Yet, while the tools have changed, the goal remains the same — to trick users into clicking links, surrendering credentials, or approving fraudulent transfers.
The real problem we all face here isn’t the technology. It is still our human behaviors and weaknesses. For two decades, the cybersecurity industry has relied on punishment and shame to “train” users not to click. This approach has proven to be a failure in multiple studies. In this session, CyberHoot will explore how positive reinforcement, gamification, and engagement-based education are transforming user behavior. Attendees will learn how rewarding good security actions, not punishing mistakes, builds lasting cyber literacy, confident employees, and resilient companies in the Age of AI.
Key Takeaways:
How AI is supercharging phishing emails and what it means for your business.
Why punishment-based training fails to create real behavior change.
How positive reinforcement and gamified learning foster long-term engagement and internalized knowledge.
Practical steps to build a cyber-literate culture that rewards awareness and safe reporting.
FEATURED SPEAKERS
Craig Taylor
Co-Founder + vCISO, Cyberhoot
Craig Taylor is the co-founder & vCISO at CyberHoot, where he turns decades of cybersecurity experience into gamified, engaging, and occasionally hilarious learning experiences for the modern workforce. With a CISSP badge earned way back in 2001 (before most people knew what phishing was), Craig is on a mission to flip the $6B phish testing industry on its head replacing shame with encouragement and fear with confidence.
When he’s not building safer digital ecosystems or helping MSPs teach cyber literacy at scale, Craig is likely riding 192 miles across New England for cancer research, leading Portsmouth’s Rotary Club, or giving speeches that don’t put people to sleep (thanks, Toastmasters). Whether advising Fortune 500s, mentoring startups, or decoding security frameworks over coffee, Craig believes the best defense is a well-trained, positively motivated human. And maybe a backup password manager.
Chuck taylor
Co-Founder, Cyberhoot
Chuck isn’t just the Chief Go-Getter, he gets after everything that matters. Whether it’s designing rock-solid systems, architecting powerful integrations, or writing code like a caffeinated wizard, Chuck powers the engine that keeps CyberHoot soaring.
A man of faith, discipline, and unshakable integrity, Chuck balances his tech brilliance with a spiritual core and a relentless pursuit of better. He’s read over 400 books on business, faith, money, and personal growth and tests new ideas in the company like a mad scientist with a mission.
When he’s not building or improving something at CyberHoot, you’ll find him lifting weights, running 5Ks, or swimming laps (often before most people have had their coffee). He believes in evolving daily, living purposefully, and leading by example with humility, hustle, and heart.
Happily married since 1996 and a proud dad to three amazing sons, Chuck brings passion, purpose, and a lot of sweat equity to everything he does.
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