Anagram: Series A Raised For Transforming Human Security In AI Era

By Amit Chowdhry • Feb 26, 2025

Anagram – the world’s first human-driven security platform designed to embed security into everyday behavior – announced it has raised $10 million in Series A funding. The funding round was led by Madrona, with continued participation from General Catalyst, Bloomberg Beta, Operator Partners, and Secure Octane.

Existing security awareness training has been ineffective. And traditional and one-size-fits-all programs are unable to change behavior and often leave companies open to dangerous and costly breaches. AI is also transforming the threat landscape, enabling cybercriminals to use generative AI to create hyper-personalized, convincing messages at scale—messages that are nearly indistinguishable from legitimate communication.

This challenge is compounded by the expanding attack surface, driven by the rise of remote work and the widespread use of collaboration tools outside of email. At the same time, traditional security tools are losing ground as AI-powered threats grow more sophisticated, rendering solutions focused solely on network defense and backend monitoring increasingly ineffective.

With years of firsthand experience as an engineer at Bloomberg, Harley Sugarman, CEO and Founder of Anagram, built the platform with a deep understanding of what works in enterprise security training. By combining customized microlearning with real-time security nudges, the platform drives measurable behavior change and reinforces good security habits. Trusted by leading global enterprises, including several Fortune 500 companies, and currently supporting over 500,000 global users, Anagram has demonstrated significant impact, reducing phishing failure rates from about 20% to about 6%.

With this new funding round, Anagram will continue to enhance its AI-driven personalization engine and launch its first AI-powered “security agent” that provides context-aware, real-time “nudges” that meet employees where they are, helping them make smarter decisions in the moment.

Anagram also partnered with renowned industry leaders, including Steve Zalewski (Levi Strauss), Lena Smart (MongoDB), Tim Youngblood (McDonald’s, T-Mobile), David Cross (Atlassian, Oracle), and Andrew Wilder (Nestlé). These collaborations underscore Anagram’s commitment to driving innovation and delivering impactful security solutions.

KEY QUOTES:

“AI is a massive force multiplier for attackers. Hackers can now craft highly convincing attacks at scale. Traditional, legacy security training is no longer sufficient against modern attacks or translate awareness into action. Anagram is built to actually change behavior, helping employees make better security decisions every day. Anagram is the future of cybersecurity training.”

– Vivek Ramaswami, Partner at Madrona

“In an era where AI-powered cyber threats are increasing, security training must evolve. Anagram’s product has cracked the code on translating awareness into action. In a short time, I’ve already seen them create lasting behavior change that strengthens employee security from the ground up. In a crowded space, they’re leagues ahead of the competition.”

– Lena Smart, former CISO at MongoDB

“I don’t buy the argument that people are a company’s weakest link. People built skyscrapers. People put a man on the moon. People can learn not to click a link in a phishing email. Anagram is different—we flip the script on ‘human risk management’, and focus on making security habits stick.”

– Harley Sugarman, CEO and Founder of Anagram