Twenty Raises Additional $30 Million From Khosla Ventures At $1.2 Billion Valuation

By Amit Chowdhry ● Yesterday at 10:20 AM

Twenty has raised an additional $30 million from Khosla Ventures at a $1.2 billion valuation. The investment follows the cyber defense company’s recently announced $100 million Series B, which was led by Accel at a $1 billion valuation.

The latest financing brings Twenty’s total capital raised to $168 million. Its investors include Khosla Ventures, Accel, Friends & Family Capital, Point72 Ventures, Caffeinated Capital, General Catalyst and In-Q-Tel.

Founded in 2024, Twenty develops AI-enabled cyber systems for the U.S. military, Intelligence Community and allied governments. The company is focused on industrializing offensive cyber capabilities by combining artificial intelligence, automation and end-to-end operational systems.

Twenty said its technology is designed to help military personnel identify and disrupt digital threats more quickly and at greater scale. The company emphasizes retaining human judgment and oversight through controlled deployment, rigorous evaluation and alignment with specific missions.

Offensive cyber operations generally involve actions intended to disrupt, degrade or otherwise affect an adversary’s computer systems and networks. Twenty is positioning itself as a specialized technology provider capable of developing these systems at the speed associated with commercial software companies.

The company said demand for advanced offensive cyber capabilities is increasing as governments seek new ways to deter attacks, disrupt adversary infrastructure and protect national security interests. Twenty believes conventional defense contractors may struggle to adapt their development processes to the speed of AI-enabled cyber operations.

Khosla Ventures said Twenty combines expertise across artificial intelligence, cybersecurity and defense technology. The investment firm believes the company could become a major contractor, or prime, for AI-native cyber warfare systems.

Twenty plans to invest the new capital directly into research and engineering. The company will expand its technical team and accelerate development of capabilities intended for U.S. and allied military customers.

The financing follows Twenty’s $100 million Series B announcement and increases its valuation by approximately $200 million. The company said the additional investment further validates its strategy of building an industrial and technical foundation for U.S. cyber operations.

Twenty’s growth will depend partly on its ability to meet government security, procurement and operational requirements. Its systems will also need to demonstrate reliability and effectiveness while maintaining appropriate controls over increasingly automated cyber capabilities.

KEY QUOTES:

“Our thesis here is simple. AI is reshaping the world and the US and its allies need an AI-native cyberwarfare prime capable of protecting our most critical interests. That prime is Twenty.”

“Every major national security domain needs a prime that can operate at the speed of AI while delivering commercial grade execution and earning mission level trust. I’ve searched for a company that fits this thesis for years, but have never found a team with the necessary depth across AI, cyber, and defense until now. Twenty brings together the talent, product velocity, customer pull, and mission relevance required to define this category.”

Jon Chu, Partner at Khosla Ventures

“Khosla’s investment is further validation that Twenty is the definitive company industrializing cyber warfare for the United States and its allies.”

“We are building the industrial base for American cyber power: the AI-enabled capabilities our warfighters need to disrupt threats at their origin. We are grateful to partner with Jon and the Khosla team as we continue pouring capital directly into research and engineering.”

Joe Lin, Co-Founder and CEO of Twenty

“AI is changing cyber warfare. Now it happens faster, at greater scale, and most defense contractors are still building for the old world.”

“The country that moves fastest on AI-native cyber warfare will have the advantage for the next decade. Joe and the Twenty team have the technical depth and operational credibility to industrialize offensive cyber capability at exactly the moment it matters most.”

Vinod Khosla, Founder of Khosla Ventures

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