Adaptive is the human security platform for the AI era, bringing together security awareness training, phishing simulations, agentic email security, and AI governance. We help organizations prepare employees for deepfakes, stop sophisticated email attacks, and prevent risky AI and rogue agent usage.
Founded in New York
Brian Long and Andrew Jones, co-founders of Attentive and TapCommerce, launch Adaptive with a mission to protect people from AI-driven threats.
Public launch
Adaptive launches security awareness training and phishing simulations to prepare employees for deepfakes, voice impersonation, and AI-generated email attacks.
$40M+ Series A
Adaptive raises $43 million in a Series A co-led by Andreessen Horowitz and the OpenAI Startup Fund, marking OpenAI’s first investment in a cybersecurity company.
OpenAI expands its investment
The OpenAI Startup Fund makes a follow-on investment in Adaptive, bringing the total Series A funding to $55 million.
$80M+ Series B
NVIDIA, Bain Capital Ventures, Capital One Ventures, and Citi Ventures join existing investors OpenAI and Andreessen Horowitz, bringing Adaptive’s total funding to almost $150 million.
1,000+ customers
More than 1,000 organizations trust Adaptive to prepare their employees for deepfakes and AI-driven attacks.
International expansion
Adaptive opens offices in London and Sydney, expanding its presence in Europe and Asia-Pacific.
2,000+ customers
Adaptive doubles its customer base in six months, earning the trust of more than 2,000 organizations worldwide.
One unified platform
Adaptive brings together security awareness training, phishing simulations, agentic email security, and AI governance to protect organizations from AI threats.
Our story
Serial entrepreneurs Brian Long and Andrew Jones saw how AI was changing social engineering. A few seconds of public footage could become a convincing impersonation, putting employees up against attacks traditional training hadn’t prepared them for.
They founded Adaptive in 2024 to close that gap, starting with security awareness training and simulations built for deepfakes and AI-driven threats.
Today, that mission extends across employees, inboxes, AI tools, and agents, bringing training, email security, and AI governance together to protect people and the ways they work.
Time from public launch to 2,000 customers,
compared with leading cybersecurity companies.
“We didn’t just adopt another training platform, we upgraded our entire security culture with a true partner that’s leading the way in AI, deepfake defense, and cybersecurity.”
Chris Ott
Business Information Security Officer, NerdWallet
“The deepfake simulations were a huge wake-up call. They fundamentally changed how our employees think about social engineering.”
Ben Porter
IT Director, Podium
“Adaptive has equipped our teams with cutting edge tools and built a smarter, more resilient security culture across the company.”
Kenneth Moras
Head of Security GRC, Plaid
“When a new type of attack pops up, Adaptive allows us to deploy relevant content immediately.”
Katie Ledoux
Chief Information Security Officer, Attentive
Brian Long and Andrew Jones founded Adaptive to protect organizations from AI-driven threats, drawing on their experience building and scaling multiple technology companies.
CEO & Co-Founder
Brian co-founded Attentive and helped scale the business to more than $500 million in annual revenue and 1,000 employees. He remains Chairman of the Board. Previously, he co-founded TapCommerce, acquired by Twitter in 2014. Brian graduated from the University of Pennsylvania.
Chief Product Officer & Co-Founder
Andrew co-founded Attentive and led its product organization as Chief Product Officer, helping build a platform used by more than 8,000 customers. He previously co-founded TapCommerce, acquired by Twitter in 2014. Andrew graduated from New York University.
Fast Company, 2026
Fortune × Lightspeed, 2025 & 2026
CyberSecurity Breakthrough, 2026
Accel, 2025
