Adaptive Security
Category: AI in Cybersecurity
Next-generation AI-powered cybersecurity training and simulation platform designed to defend against deepfakes and social engineering attacks. Adaptive Security was founded in 2023. The company is led by Brian Long. Based in New York, NY (920 Broadway, 14FL, New York, NY 10010). Team size: 75. Total funding raised: $146.5M. Latest round: Series B ($81M, Dec 2025 led by Bain Capital, Nventures, Capital One). Key investors include Andreessen Horowitz (a16z), OpenAI Startup Fund, Abstract Ventures, Eniac Ventures, CrossBeam Ventures, K5.
- Founded
- 2023
- Headquarters
- New York, NY (920 Broadway, 14FL, New York, NY 10010)
- Team size
- 75
- Total funding
- $146.5M
Value proposition
Delivers innovative, AI-powered simulated attack scenarios that help companies proactively train employees and defend against sophisticated deepfakes, vishing, smishing, and phishing threats
Products and solutions
AI-powered social engineering simulation platform, Deepfake and phishing attack simulation modules
Unique value
Leverages cutting-edge AI to simulate realistic deepfake and social engineering attacks – a unique approach in a space that has seen little innovation until recently
Target customer
Enterprises and organizations seeking advanced training and defenses against emerging AI-driven social engineering threats
Industries served
Cybersecurity, Enterprise training, Financial services, Technology
Technology advantage
Powered by advanced machine learning and AI technologies with backing from top-tier investors such as OpenAI Startup Fund and Andreessen Horowitz, providing a competitive edge and enhanced credibility
How they differentiate
Focuses specifically on AI-driven threats with realistic deepfake and social engineering attack simulations, setting it apart from traditional cybersecurity training platforms
Main competitors
KnowBe4, Proofpoint, Cofense
Key partnerships
OpenAI Startup Fund, Andreessen Horowitz (a16z), Abstract Ventures, Eniac Ventures, CrossBeam Ventures, K5
Major milestones
Completed a $43 million Series A funding round Secured investments from leading firms including OpenAI Startup Fund and a16z Launched its platform in 2023 with rapid customer acquisition
Growth metrics
Over 100 enterprise customers acquired since launch, with rapid market adoption reported
Market positioning
Positioned at the intersection of cybersecurity and generative AI, offering next-generation training solutions for modern threats
Geographic focus
Primarily in the United States with potential for global enterprise reach
Patents and IP
None
About Brian Long
Brian Long is a serial entrepreneur with a strong background in building and scaling software companies. Prior to co-founding Adaptive Security, he co-founded Attentive, a mobile messaging platform that grew to over $500M in annual revenue and was backed by top-tier venture capitalists. He also co-founded TapCommerce, which was acquired by Twitter in 2014. His earlier career includes sales and management roles at CBS Interactive and Crossboard Mobile.
Official website: https://www.adaptivesecurity.com/