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Sierra, Founded by Bret Taylor, Secures $350 Million Funding at $10 Billion Valuation

Sierra, Founded by Bret Taylor, Secures $350 Million Funding at $10 Billion Valuation

November 1, 2025
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Sierra, Founded by Bret Taylor, Secures $350 Million Funding at $10 Billion Valuation

Investor enthusiasm is running high for Sierra, the AI agent startup founded by former Salesforce co-CEO Bret Taylor.

Sierra, an enterprise-focused platform for building customer service AI agents, confirmed a $350 million funding round on Thursday. Led by existing investor Greenoaks Capital, this investment values the company at $10 billion, as stated in an official blog post that corroborated an earlier Axios report from Wednesday.

Founded in early 2024 by Taylor and longtime Google veteran Clay Bavor, Sierra reports securing hundreds of enterprise clients within its first 18 months, including notable names like SoFi, Ramp, and Brex.

This latest round brings Sierra’s total funding to $635 million, building upon a $110 million round led by Sequoia and Benchmark finalized in February of last year, followed by a $175 million round led by Greenoaks in October.

Additional investors in the company include ICONIQ and Thrive Capital.

As TechCrunch has highlighted, both founders bring substantial experience in customer service technology. Taylor spent nearly ten years at Salesforce and previously founded Quip, which Salesforce acquired for $750 million in 2016. Bavor, during his tenure at Google, oversaw major consumer products such as Gmail and Google Drive.

Taylor first connected with Bavor during his earlier career at Google, prior to his role as Facebook’s CTO. At Google, Taylor is widely recognized for his pivotal role in launching Google Maps. Later in his career, he chaired the Twitter board through Elon Musk's highly-publicized acquisition of the platform.

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Earlier this week, Taylor also announced the launch of Sierra's second annual APX program. This rotational initiative for recent technical graduates closely mirrors the Google program that originally launched the careers of both Taylor and co-founder Clay Bavor two decades ago.

This hiring initiative is particularly notable given the current competitive job market, especially as businesses evaluate AI technologies like Sierra's and their potential effects on staffing requirements.

Aimed at computer science graduates, the APX program offers hands-on experience in both agent engineering and product management. Taylor characterizes the roles as offering what he calls "an irresponsible amount of responsibility" — echoing the creative freedom he and Bavor experienced at Google — with new graduates expected to contribute to multiple product launches in their first year.

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