Twenty

Twenty

Autonomous offensive cyber operations platform

Overview

Twenty builds and deploys intelligent, autonomous systems for offensive cyber operations used by the U.S. military and Intelligence Community. Its software automates the offensive cyber lifecycle across hundreds of targets, turning multi-week workflows into continuous operations. The company emphasizes enterprise-grade, scalable cyber power to move beyond defensive postures and support active cyber conflicts, supported by government contracts and investors. Its goal is to provide faster, more reliable automated tools that give operators an information edge for national security missions.

Significant Headcount Growth

About Twenty

Simplify's Rating
Why Twenty is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Government & Public Sector

Cybersecurity

AI & Machine Learning

Defense

Company Size

11-50

Company Stage

N/A

Total Funding

N/A

Headquarters

Arlington, Virginia

Founded

2024

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Simplify's Take

What believers are saying

  • Secured $38M Series A from Caffeinated Capital, General Catalyst, and In-Q-Tel in 2025.
  • Awarded $12.6M U.S. Cyber Command contract and Navy research deal since 2024 founding.
  • Listed on SOSSEC directory with CAGE code 07F47, expanding defense contracting access.

What critics are saying

  • Losing Pentagon contracts eliminates 60-80% revenue within 12-24 months.
  • Talent defects to Palantir and Northrop Grumman in 18-36 months.
  • Adversaries reverse-engineer techniques, obsoleting moat in 24-36 months.

What makes Twenty unique

  • Twenty automates offensive cyber operations, transforming weeks-long workflows into continuous operations across hundreds of targets.
  • Founded by veterans like CEO Joe Lin from Palo Alto Networks and CTO Leo Olson from U.S. Army signals intelligence.
  • Deploys agentic AI systems under human control for U.S. military and Intelligence Community dominance.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Parental Leave

Unlimited Paid Time Off

Paid Holidays

401(k) Retirement Plan

Health Savings Account/Flexible Spending Account

Commuter Benefits

Growth & Insights and Company News

Headcount

6 month growth

-7%

1 year growth

4%

2 year growth

4%
PR Newswire
Nov 20th, 2025
Twenty Raises $38M to Transform Cyber Warfare at Industrial Scale

/PRNewswire/ -- Twenty, the company leading the industrial-scale transformation of cyber warfare technologies, today announced that it has raised $38 million...

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