# Adaptive Security

> AI-native platform simulating deepfake voice, SMS, and email attacks to train employees against social engineering.

## Why it 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.

## Profile

- **Stage:** series-b
- **Status:** private
- **Industries:** cybersecurity, ai-ml, enterprise-saas
- **Coverage:** full
- **Last updated:** 2026-07-24

## 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)

## Investors in our directory

- https://venturecapitaltracker.com/fund/andreessen-horowitz
- https://venturecapitaltracker.com/fund/eniac-ventures
- https://venturecapitaltracker.com/fund/bain-capital-ventures

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Source: https://venturecapitaltracker.com/startup/adaptive-security