Adaptive Security
| Private | |
| ISIN | 🆔 |
| Industry | Cybersecurity, Security awareness training |
| Founded 📆 | 2023 |
| Founders 👔 | Brian Long, Andrew Jones |
| Headquarters 🏙️ | , New York City , United States |
Area served 🗺️ | |
Key people | Brian Long (CEO), Andrew Jones (CPO) |
| Products 📟 | Security awareness training, phishing simulation |
| Members | |
Number of employees | |
| 🌐 Website | www |
| 📇 Address | |
| 📞 telephone | |
Adaptive Security is an American cybersecurity company that develops artificial-intelligence (AI)–driven security awareness training and phishing simulation software. The company focuses on defenses against AI-enabled social-engineering threats, including deepfake voice and video impersonation (“vishing”) and AI-generated phishing via email and SMS.[1] In April 2025, Adaptive raised a $43 million Series A co-led by the OpenAI Startup Fund and Andreessen Horowitz; TechCrunch reported it as OpenAI’s first investment in a cybersecurity startup.[2] A follow-on investment by the OpenAI Startup Fund in September 2025 brought the round’s total to $55 million.[3]
History
Adaptive Security launched in 2023, focusing on training employees to identify AI-generated social-engineering attempts across phone, text, and email.[2] On April 2–3, 2025, the company announced a $43 million Series A round co-led by the OpenAI Startup Fund and Andreessen Horowitz (a16z), reported by TechCrunch the following day as OpenAI’s first cybersecurity investment.[2] [4] On September 9, 2025, SiliconANGLE reported a follow-on investment from the OpenAI Startup Fund, bringing the total raised in the round to $55 million; the outlet also noted Adaptive as OpenAI’s only cybersecurity-startup backing at the time.[3]
Products and services
Adaptive provides a security awareness training (SAT) platform and multi-channel phishing simulations that emulate AI-assisted attacks across email, SMS (smishing), phone/voice, and video. Independent analysis describes features including:
- Deepfake simulations (voice cloning and video calls) used to rehearse executive-impersonation scenarios;[1]
- AI Content Creator that generates personalized, multi-lingual training content tailored to organizational context;[1]
- OSINT-driven spear-phishing scenarios and AI personas for realistic, targeted campaigns;[1]
- Integrations with enterprise systems (e.g., Microsoft 365, Google Workspace, Okta, Rippling) and reporting over 50 downloadable/schedulable reports;[1]
- Compliance support (e.g., SOC 2, HIPAA, GDPR).[1]
The company also offers Adaptive Triage, an AI-powered analysis workflow for user-reported phishing across email, voice, SMS, and video, and a Phish Alert Button (PAB) for in-client reporting that routes to automated analysis.[1]
Customers
According to the company’s website, Adaptive Security lists a range of organizations as customers, including Figma, the Dallas Mavericks, BMC Software, Hanes, Stone Point Capital, First State Bank, Minted, Core Health & Fitness, Lucchese Bootmaker, and Podium.[5]
Some third-party reporting has also noted customer names. In a 2025 review of artificial-intelligence software, Slashdot stated that Adaptive’s customers include “leading global organizations like Figma, the Dallas Mavericks, BMC Software, and Stone Point Capital.”[6]
Funding
- Series A (April 2025): $43 million co-led by OpenAI Startup Fund and Andreessen Horowitz (a16z).[2] [7]
- Follow-on (September 2025): Additional OpenAI Startup Fund investment; total raised increased to $55 million.[3]
Reception and coverage
In August 2025, The Wall Street Journal covered the rise of AI-enabled CEO impersonation scams, citing Adaptive Security as an OpenAI-backed firm in the space and quoting CEO Brian Long in the context of deepfake voice and video fraud.[8] Trade-press reviews have highlighted Adaptive’s focus on deepfake and multi-channel simulations and positioned it as a challenger to legacy SAT vendors.[1]
See also
External links
References
- ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 "Adaptive Product Analysis Report". Expert Insights. September 12, 2025. Retrieved September 18, 2025.
- ↑ 2.0 2.1 2.2 2.3 Rollet, Charles (April 3, 2025). "OpenAI just made its first cybersecurity investment". TechCrunch. Retrieved September 18, 2025.
- ↑ 3.0 3.1 3.2 Wheatley, Mike (September 9, 2025). "AI phishing simulation startup Adaptive Security gets OpenAI funding boost". SiliconANGLE. Retrieved September 18, 2025.
- ↑ "Adaptive Security Raises $43M from a16z and OpenAI Startup Fund to Combat AI-Powered Cyber Attacks Including Deepfakes, Vishing, and Smishing". PR Newswire (Press release). April 2, 2025. Retrieved September 18, 2025.
- ↑ "OpenAI's Investment for AI Cyber Threats". Adaptive Security. Retrieved September 18, 2025.
- ↑ "Top Artificial Intelligence Software for Justworks in 2025". Slashdot. Retrieved September 18, 2025.
- ↑ PR Newswire (April 2, 2025), op. cit.
- ↑ "AI Drives Rise in CEO Impersonator Scams". The Wall Street Journal. August 18, 2025. Retrieved September 18, 2025.
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