Startup profile · funding coverage
Adaptive Security funding, valuation and investors
AI-native platform simulating deepfake voice, SMS, and email attacks to train employees against social engineering.
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Funding, valuation & investors
Answer-first snapshotLatest funding
Series B
$81M · December 2025
Latest known valuation
Not publicly disclosed
Total disclosed equity funding
$124M
Excludes debt, grants, acquisitions, secondaries, and IPO proceeds.
Current status
private
series b · New York, New York
Overview
Adaptive Security simulates AI-powered social engineering — voice-cloned executives, smishing, spear phishing — to train employees and triage reported threats. The platform replaces static compliance courses with adaptive, channel-specific exercises.
Why Adaptive Security is interesting
OpenAI's first cybersecurity investment — Adaptive runs realistic multi-channel attack simulations and real-time risk scoring, founded by Attentive veterans Brian Long and Andrew Jones.
Product & use cases
Adaptive Security runs AI-generated social-engineering simulations across voice (deepfake calls), SMS, and email — training employees and triaging reported threats with real-time risk scoring.
- Deepfake voice impersonation drills for finance teams
- Multi-channel smishing and phishing simulations
- Real-time triage of employee-reported suspicious messages
Key facts
- Series A (Apr 2025): $43M co-led by a16z and OpenAI Startup Fund with Eniac Ventures (Adaptive Security blog)
- Series B (Dec 2025): $81M led by Bain Capital Ventures; a16z and OpenAI Startup Fund participated (PR Newswire)
- OpenAI Startup Fund's first cybersecurity investment (company press)
Funding history (newest first)
Series B
2025-12 $81MSeries A
2025-04 $43MSource: https://www.adaptivesecurity.com/blog/adaptive-raises-series-a
Investors in our directory
Funds linked from Adaptive Security's profile — open a fund page for stage focus and related deal articles.
Competitive landscape
Edge: OpenAI Startup Fund's first cybersecurity bet — purpose-built for AI deepfake and multi-channel attacks vs. email-only legacy SAT.
Legacy SAT vendors dominate email drills. Adaptive raised $146.5M in under two years targeting AI voice/video impersonation — moat depends on simulation realism vs. incumbent distribution.
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KnowBe4 incumbent
Email SAT market leader; less AI deepfake focus.
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Proofpoint incumbent
Bundled email security awareness.
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Hoxhunt direct
Behavior-change SAT; Adaptive emphasizes AI attack channels.
Notable stories
- OpenAI Startup Fund co-led $43M Series A — first cybersecurity investment (2025).
- Co-founders Brian Long and Andrew Jones previously built Attentive and TapCommerce.
- Deepfake incidents grew 17x from 2023–2024 per company reporting (PR Newswire).
Industries
Market / IPO context
Editorial / static context — not a live quote.
FAQs about Adaptive Security
Practical answers founders, operators, and investors typically search for.
Last updated:
Editorial note: AI tools assisted with research, structure, or drafting. Venture Capital Tracker retains human editorial responsibility for factual accuracy, relevance, and source quality before publication.