Funding Round Overview

Sierra announced a Series B round on June 20, 2025 totaling $350,000,000 led by Greenoaks Capital. Bret Taylor's customer service AI platform Sierra raised $350 million at $10 billion valuation. $350M led by Greenoaks at $10B valuation.

Deal Highlights

• Capital involved: $350,000,000.
• Round: Series B.
• Investors: Greenoaks Capital, Sequoia, Benchmark.

Company and Sector Context

Sierra builds in the enterprise ai sector, one of the most active areas in AI investment today. Based in United States, the company is part of a global wave of startups scaling AI into production across regulated and enterprise environments.

How the Capital Helps

Disclosed details include $350M led by Greenoaks at $10B valuation. In enterprise ai, speed to market and access to high-quality talent often determine category leadership.

Competitive Landscape

Funding activity in enterprise ai continues to intensify as incumbents and startups race to ship reliable AI systems. This round signals ongoing investor confidence in differentiated technology and defensible distribution.

Looking Ahead

This funding positions Sierra for continued growth in the enterprise ai landscape. As AI adoption accelerates across industries, deals like this signal where capital and strategic attention are moving next.