About Us

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    Our vision for security awareness

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    Our mission is to build a future where security awareness is engaging, personalized, and powerful—turning human behavior from a liability into an organization's greatest defense.

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    Software to empower people

    We're replacing outdated, one-size-fits-all training with interactive, role-specific exercises that reflect how people actually learn. No lectures, no finger-wagging. We believe that thoughtful, engaging tools help people make better decisions. When you trust and invest in people, they don't become your biggest risk—they become your greatest defense.

    Our story

    Harley Sugarman, Founder & CEO

    Harley Sugarman, Founder & CEO

    For years, security awareness felt broken. Employees were blamed for mistakes, forced through mind-numbing training that didn't stick, and left unprepared for real threats.

    Harley Sugarman saw it firsthand—as an engineer, as an investor, and as someone who knew we could do better. We've figured out how to teach people to drive, fly planes, even land on the moon. Surely, we can teach someone how to recognize a suspicious email.

    The earliest version of Anagram Security was started in 2022, and quickly evolved to become a truly human-first security platform that blends short, gamified lessons and realistic phishing simulations to build lasting habits.

    In 2025, Anagram Security raised a $10M Series A led by Madrona, with support from Bloomberg Beta and General Catalyst, to accelerate its mission of making people the core of every strong security strategy.

    Careers

    We are looking for the best of the best to come join us in our mission.

    Interested in transforming the security space?

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    Ready to transform your security awareness?

    Join hundreds of companies that trust Anagram Security to build a human-first security culture. Book a demo today and see how we can strengthen your organization's greatest defense—your people.

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