What is Anagram?
Anagram is a specialized cybersecurity firm that provides a human-driven security platform designed to mitigate organizational risk. Led by CEO and Founder Harley Sugarman, the company distinguishes itself by replacing outdated, static training modules—such as generic videos and quizzes—with AI-driven phishing simulations and highly interactive, customizable training programs. This methodology is engineered to foster genuine employee engagement, effectively turning the workforce into a resilient, proactive barrier against cyberattacks. By integrating behavioral science with advanced threat simulation, Anagram addresses the human element of security, which remains one of the most significant vulnerabilities for modern enterprises.
How much funding has Anagram raised?
Anagram has raised a total of $10M across 1 funding round:
Series A
$10M
Series A (2025): $10M with participation from Operator Partners, General Catalyst, and Madrona Venture Group
Key Investors in Anagram
Operator Partners
Operator Partners is a venture capital firm that invests its own capital in technology companies from Pre-Seed to Series B stages, focusing on supporting founders through business building and scaling challenges.
General Catalyst
General Catalyst is a prominent venture capital firm that deploys strategic capital to back entrepreneurs pursuing transformational visions across technology, healthcare, and enterprise software sectors.
Madrona Venture Group
Founded in 1995, Madrona Venture Group is a long-standing venture capital firm with a deep focus on consumer internet, commercial software, and enterprise services.
What's next for Anagram?
With this major strategic investment, Anagram is poised to scale its operations and deepen its technological capabilities. The company intends to leverage this capital to enhance its AI-driven simulation engine, allowing for more granular, real-time threat modeling that adapts to the specific risk profiles of its enterprise clients. Furthermore, the firm is expected to expand its market reach, targeting organizations that require robust, scalable solutions to combat the rising tide of social engineering and phishing-based breaches. As the company enters this new phase of growth, the focus will remain on refining its platform to ensure that security training is not merely a checkbox exercise, but a core component of an organization's defensive posture. The strategic support from its investor base will likely facilitate key partnerships and operational scaling, solidifying Anagram's position as a leader in the human-centric security market.
See full Anagram company page
