Pittsburgh-based Gray Swan, which stress-tests AI models for frontier labs, secured $40M in Series A funding at a $200M valuation. The round was co-led by Wing VC and Madrona.
Gray Swan works with every major frontier AI lab, providing stress-testing services that identify vulnerabilities in advanced AI systems. The fresh capital will fund expansion into enterprise security tools for companies building AI agents.
The funding reflects growing demand for AI safety and security infrastructure as organizations deploy large language models and AI agents into production environments. Gray Swan's expertise with leading AI developers—including OpenAI, Google DeepMind, and Anthropic—positions it as a trusted partner for identifying model weaknesses before deployment.
Enterprise adoption of AI agents is accelerating, creating new security requirements. Gray Swan's pivot toward commercial tools addresses a gap in the market where organizations need to understand and mitigate risks in their custom AI deployments.
The Series A valuation places Gray Swan among a growing segment of AI infrastructure companies focused on safety and testing. Similar tools address different aspects of AI deployment—from monitoring to compliance to security—as enterprises invest heavily in AI applications.
Wing VC and Madrona's co-leadership signals confidence from investors with deep sector expertise. Wing VC focuses on frontier technology, while Madrona has backed major cloud and AI infrastructure companies.
Gray Swan's next phase involves scaling its team and product capabilities to serve enterprises at different stages of AI adoption, from startups to Fortune 500 companies building proprietary AI systems. The company will likely expand its testing methodologies as AI models become more complex and integrated into critical business operations.
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