Sierra Secures $350M, Reaches $10B Valuation for AI Agents

Former Salesforce co-CEO Bret Taylor's AI agent startup, Sierra, gains significant investment for enterprise customer service solutions.

Sierra, an AI agent startup co-founded by Bret Taylor, recently secured $350 million in funding, pushing its valuation to $10 billion. The company, which builds AI agents for enterprise customer service, has quickly amassed hundreds of customers since its early 2024 founding.

Sarah Kline

By Sarah Kline

September 11, 2025

4 min read

Sierra Secures $350M, Reaches $10B Valuation for AI Agents

Key Facts

  • Sierra raised $350 million in its latest funding round.
  • The company is now valued at $10 billion.
  • Sierra has accumulated $635 million in total funding.
  • It has landed hundreds of customers, including SoFi, Ramp, and Brex, in 18 months.
  • Co-founders Bret Taylor and Clay Bavor launched the APX rotational program for technical graduates.

Why You Care

Ever wondered if your customer service calls could be handled by smart AI, making interactions smoother and faster? What if the system behind that was worth billions? This week, Sierra, an AI agent startup, announced a massive $350 million funding round. This investment pushes its valuation to an impressive $10 billion, signaling strong investor confidence in its approach. This creation directly impacts how businesses interact with you, potentially improving your service experiences.

What Actually Happened

Sierra, a company focused on building AI agents for enterprise customer service, recently announced a significant funding achievement. The company, co-founded by former Salesforce co-CEO Bret Taylor and Google alum Clay Bavor, secured $350 million. This latest investment brings Sierra’s total funding to $635 million, as the company reports. This includes a previous $175 million round that closed in October of last year, led by Greenoaks, as mentioned in the release. The company was founded in early 2024 and has quickly gained traction. Sierra claims to have landed hundreds of customers, including notable names like SoFi, Ramp, and Brex, in its 18 months of operation, according to the announcement. Investors like ICONIQ and Thrive Capital are also part of Sierra’s funding rounds.

Why This Matters to You

This substantial investment in Sierra has direct implications for how you experience customer service. Imagine calling a company and instantly getting accurate, helpful responses without long waits or repetitive questions. Sierra’s AI agents aim to provide precisely that. The company helps enterprises build these AI tools. For example, think of a bank using Sierra’s system to handle routine inquiries about account balances or transaction histories. This frees up human agents for more complex issues, potentially speeding up your service interactions. How might improved AI customer service change your daily interactions with businesses?

Key Investor Confidence Points:

  • Total Funding: Sierra has now raised $635 million in total.
  • Current Valuation: The company is valued at $10 billion.
  • Customer Acquisition: Sierra has landed hundreds of customers in 18 months.
  • Prominent Investors: Investors include Greenoaks, ICONIQ, and Thrive Capital.

Bret Taylor and Clay Bavor have extensive backgrounds in customer service system, as the technical report explains. Taylor spent nearly a decade at Salesforce and previously founded Quip. Bavor managed consumer-facing products like Gmail and Google Drive at Google. Their combined experience likely contributes to investor confidence in Sierra’s vision. “Investors are clearly bullish about former Salesforce co-CEO Bret Taylor’s AI agent startup Sierra,” the company reports.

The Surprising Finding

Here’s an interesting twist: Despite a generally tough job market, particularly in tech, Sierra is actively expanding its workforce. Earlier this week, Taylor announced the launch of the second year of Sierra’s APX program, as detailed in the blog post. This program is a rotational opportunity for recent technical graduates. It directly mirrors a Google program that launched both Taylor’s and Bavor’s careers two decades ago, the team revealed. This hiring announcement stands out significantly. It occurs at a time when many companies are assessing the power of AI technologies. They are also considering their potential impact on workforce needs, as the research shows. Sierra’s commitment to new talent, even with its AI focus, challenges the assumption that AI creation automatically shrinks job opportunities.

What Happens Next

Looking ahead, Sierra’s substantial funding positions it for accelerated growth and wider adoption of its AI agent system. We can expect to see Sierra’s AI agents integrated into more enterprise customer service operations over the next 12-24 months. For example, imagine major airlines or telecommunication companies deploying Sierra’s solutions to manage millions of customer inquiries. This could lead to a noticeable betterment in service efficiency across various industries. The company’s continued investment in programs like APX also suggests a long-term commitment to talent creation. This could foster further creation in the AI agent space. The industry implications are clear: AI agents are becoming a core component of modern customer service. Businesses that embrace this system early will likely gain a competitive edge. Your interactions with companies are set to become more streamlined and AI-powered.

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