Can Anthropic’s CFO sell Wall Street on an AI firm Washington calls a ‘risk’? 

Good morning. AI startup Anthropic is at odds with the U.S. Department of Defense, and the dispute could complicate the company’s path toward a blockbuster IPO and large enterprise deals.

Anthropic develops advanced AI systems, including its Claude language models, with a focus on safety and reliability. The company recently raised $30 billion in a Series G round, valuing it at roughly $380 billion, making it one of the largest private tech fundraises ever. Expectations have been building that an IPO could come as early as 2026.

The current flashpoint is a roughly $200 million Pentagon contract. Anthropic sought explicit contractual restrictions to prevent its AI from being used for mass domestic surveillance or fully autonomous weapons. The Pentagon, in contrast, insisted it must be able to deploy contractor technology for any lawful purpose.

Negotiations broke down, the Department of Defense moved to terminate the contract, and it designated Anthropic a “supply chain risk,” effectively restricting many government agencies and defense contractors from working with the company. You can read more of Fortune’s coverage here.

“They just touched the third rail with this,” Wedbush analyst Dan Ives said of Anthropic. “For Anthropic, enterprises now put pencils down on projects because they are a supply chain risk as seen by the government,” Ives told me during our conversation. “This is a nightmare situation for Anthropic.”

Ives acknowledged Anthropic’s passionate stance while also addressing investor concerns. “I........

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