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The deal valued the San Francisco-based software company at $2.5 billion, with Accel and 01A participating alongside new investors Salesforce Ventures and S32.
The $600 million secondary deal will reportedly comprise stakes in five technology companies, including OpenAI, while providing a new commitment to Anthropic.
Salica Investments also participated in the secondary share sale, which valued the UK-based wealth management platform at $1.1 billion.
The digital bank has reportedly kicked off its employee liquidity event, pricing shares at $2,017 each.
The direct secondary deals cover stakes in more than 14 businesses held by bp Ventures and Trifork Labs.
The secondary sale will value the UK wealth management platform at approximately £800 million ($1.1 billion), a 45% increase from its 2024 mark.
The deal would reportedly double the AI-voice startup's $11 billion valuation set during a February fundraise.
If completed, Elon Musk's space exploration company would eclipse OpenAI as the most valuable privately held company.
In its latest circular deal, the ChatGPT-maker deepens its ties with primary VC backer Thrive Capital as the pair looks to advance enterprise AI adoption.