Bret Taylor’s Sierra Secures $350M at $10B Valuation

Bret Taylor’s Sierra Raises $350M at a $10B Valuation

Investors are betting big on the future of AI customer service. Bret Taylor’s Sierra raises $350M at a $10B valuation, cementing its position as one of the fastest-growing startups in the enterprise AI space. The funding round, led by Greenoaks Capital, highlights growing confidence in Sierra’s ability to reshape how businesses deploy AI agents.

Image Credits:Thibault Camus / AP Photo

Sierra’s Fast Rise in the AI Space

Launched in early 2024 by former Salesforce co-CEO Bret Taylor and longtime Google alum Clay Bavor, Sierra has quickly become a force in AI. In just 18 months, the company claims to have signed hundreds of enterprise clients, including big names like SoFi, Ramp, and Brex.

This latest raise brings Sierra’s total funding to $635 million. Earlier rounds included $110 million led by Sequoia and Benchmark, and $175 million in October 2024 led by Greenoaks. The new $350 million injection pushes Sierra’s valuation to an impressive $10 billion.

Who’s Backing Sierra?

Beyond Greenoaks Capital, Sierra has attracted backing from top-tier investors like ICONIQ and Thrive Capital. The interest reflects how AI-driven customer service is becoming a central focus for enterprises worldwide.

Founders with Proven Track Records

Taylor and Bavor aren’t new to building transformative tech. Taylor co-founded Quip, later acquired by Salesforce for $750 million, and played a key role in shaping Salesforce during nearly a decade there. Before that, he was instrumental at Google, where he helped launch Google Maps, and even served as Facebook’s CTO.

Bavor, meanwhile, is well known for his leadership of Gmail, Google Drive, and other widely used products. Together, they bring a rare combination of product vision and operational expertise.

Why Sierra Matters

Sierra’s AI agents aim to revolutionize customer support by making enterprise interactions smarter, faster, and more personalized. With enterprises under pressure to improve customer experience while reducing costs, Sierra’s solutions are arriving at exactly the right moment.

What’s Next?

With a $10 billion valuation and massive investor backing, Sierra is now positioned to scale aggressively. Its trajectory suggests it could become one of the defining AI companies of this decade, rivaling other leaders in the enterprise AI space.

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