Pittsburgh-based Gray Swan, which stress-tests AI models for top frontier AI labs, raised a $40M Series A at a $200M valuation co-led by Wing VC and Madrona (Rashi Shrivastava/Forbes)

<a href="https://www.forbes.com/sites/rashishrivastava/2026/05/28/this-ai-startups-army-of-15000-hackers-pressure-test-claude-gpt-5-and-gemini/"><img align="RIGHT" border="0" hspace="4" src="http://www.techmeme.com/260528/i70.jpg" vspace="4" /></a> <p><a href="https://www.techmeme.com/260528/p70#a260528p70" title="Techmeme permalink"><img height="12" src="http://www.techmeme.com/img/pml.png" style="border: none; padding: 0; margin: 0;" width="11" /></a> Rashi Shrivastava / <a href="http://www.forbes.com/">Forbes</a>:<br /> <span style="font-size: 1.3em;"><b><a href="https://www.forbes.com/sites/rashishrivastava/2026/05/28/this-ai-startups-army-of-15000-hackers-pressure-test-claude-gpt-5-and-gemini/">Pittsburgh-based Gray Swan, which stress-tests AI models for top frontier AI labs, raised a $40M Series A at a $200M valuation co-led by Wing VC and Madrona</a></b></span>&nbsp; &mdash;&nbsp; Gray Swan works with every major frontier AI lab.&nbsp; Now it's raised $40 million as it expands to sell security tools to enterprises building AI agents.</p>