security-awareness-training
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Ashley Rose
Ashley Rose is the co-founder and CEO of Living Security, the Austin-based company that turned dull compliance-checkbox security training into a data-driven discipline it helped name: Human Risk Management. She built the company in 2017 with her husband Drew, starting with in-person cyber escape rooms and scaling into an AI-native platform used by enterprises like Mastercard, Verizon, CVS Health and JPMorgan. A product-obsessed entrepreneur who once funded a kids' snap-change swimwear line on Kickstarter, Rose argues the industry has the human problem backwards: people are not the weakest link, they are the largest attack surface worth investing in.
Sage Wohns
Sage Wohns is the CEO and Co-Founder of Jericho Security, a New York-based AI cybersecurity company that trains humans and AI systems to defend against AI-powered attacks including hyper-realistic phishing, deepfakes, and voice cloning. A Seattle native and 10-year AI industry veteran, Wohns previously built and led Agolo, a Google- and Microsoft-backed NLP summarization company, before co-founding Jericho Security in 2023. The company made history by winning the Pentagon's first-ever generative AI defense contract through AFWERX in December 2023, and has since raised $18M in total funding, including a $15M Series A in April 2025. With 39 employees and 30+ enterprise clients, Jericho Security is at the frontier of AI-versus-AI cyber defense.
Harley Sugarman
Harley Sugarman is the founder and CEO of Anagram, a New York security company rebuilding employee security training around behavior instead of boredom. A Stanford computer scientist and former Bloomberg Beta investor, he scrapped his original product and rebuilt it into a TikTok- and Duolingo-inspired microlearning platform that cut client phishing failure rates from 20% to 6% and won over Disney, Thomson Reuters, and MassMutual. Anagram raised a $10M Series A in 2025 led by Madrona.