# Anagram Security

> Anagram Security (legal name Enigma Analytics, Inc.) is a New York-based cybersecurity startup building a human-driven security platform that replaces the dreaded once-a-year compliance video with bite-sized, gamified microlearning and adaptive phishing simulations. Founded by Harley Sugarman and formerly known as Cipher, the company takes design cues from TikTok, Duolingo, and Khan Academy to make employees the strongest link in security rather than the weakest. It raised a $10M Series A led by Madrona in February 2025, serves Fortune 500 customers including Disney, Pfizer, Thomson Reuters, and MassMutual, and supports over 500,000 users worldwide.

- **Founded:** 2022
- **Headquarters:** New York, New York, United States
- **Founders:** Harley Sugarman (Founder & CEO)
- **Team size:** ~18 employees
- **Products:** Security Awareness Training, Smart Phishing Simulations, Role-Based & Developer Training, AI Security Agent, Behavior Analytics & Reporting
- **Notable:** Raised $10M Series A led by Madrona in February 2025., Reduced customer phishing failure rates from ~20% to ~6%., Grew to over 500,000 global users.

## Products & services

- **Security Awareness Training** — Bite-sized microlearning videos (max 87 seconds) and interactive puzzles that teach employees to spot suspicious emails and communications, designed to be frequent and engaging rather than annual and dreaded.
- **Smart Phishing Simulations** — Automated, adaptive phishing campaigns modeled on real-world threats, including exercises where employees craft their own phishing emails to understand sophisticated attacks.
- **Role-Based & Developer Training** — Role-specific security paths and modules tailored for developers, finance teams, and executives, who each face different attack patterns.
- **AI Security Agent** — An AI-powered agent that delivers context-aware, real-time security nudges to employees in the flow of work.
- **Behavior Analytics & Reporting** — NIST-aligned training analytics and behavior-based insights that measure security effectiveness and support compliance reporting.

## Achievements

- Raised $10M Series A led by Madrona in February 2025.
- Reduced customer phishing failure rates from ~20% to ~6%.
- Grew to over 500,000 global users.
- Landed Fortune 500 customers including Disney and Pfizer, partly via cold outbound.

## Latest updates

- **2025-02** — Announced $10M Series A led by Madrona to transform human security in the AI era; rebranded from Cipher to Anagram.
- **2025-07** — Featured on industry podcasts discussing behavior-based security learning.

## Links

- Website: https://www.anagramsecurity.com
- LinkedIn: https://www.linkedin.com/company/anagramsecurity

---

Profile page: https://yespress.io/anagram-security
Published by YesPress — https://yespress.io
Last updated: 2026-06-07