AI startup Sierra hits $4.5 billion valuation

Co-founded by Taylor and Bavor, Sierra’s early success reflects growing demand for AI-driven enterprise solutions.
Sierra, an AI startup co-founded by Bret Taylor, has reached a $4.5 billion valuation after raising $175 million.

Sierra, a young AI software startup co-founded by former Salesforce co-CEO Bret Taylor, has secured $175 million in new funding led by Greenoaks Capital. This latest round gives the company a valuation of $4.5 billion, a significant jump from its earlier valuation of nearly $1 billion. Investors such as Thrive Capital, Iconiq, Sequoia, and Benchmark have also backed the firm.

Founded just a year ago, Sierra has already crossed $20 million in annualised revenue, focusing on selling AI-powered customer service chatbots to enterprises. It works with major clients, including WeightWatchers and Sirius XM. The company claims its technology reduces ‘hallucinations’ in large language models, ensuring reliable AI interactions for businesses.

The rising valuation reflects investor enthusiasm for applications in AI that generate steady revenue, shifting from expensive foundational models to enterprise solutions. Sierra operates in a competitive space, facing rivals such as Salesforce and Forethought, but aims to stand out through more dependable AI performance.

Bret Taylor, who also chairs OpenAI’s board, co-founded Sierra alongside former Google executive Clay Bavor. Taylor previously held leadership roles at Salesforce and oversaw Twitter’s board during its takeover by Elon Musk. Bavor, who joined Google in 2005, played key roles managing Gmail and Google Drive.