Sierra news and trends

OpenAI Chair’s Conversational AI Startup Raises $350 Million
Artificial Intelligence // September 05, 2025

Sierra, a conversational artificial intelligence startup founded by OpenAI Chair Bret Taylor and former Google executive Clay Bavor, has raised $350 million in new funding for a $10 billion valuation, the founders said Thursday (Sept. 4). Get the Full Story Complete the form to unlock...

In the GenAI Era, Why Are Customer Service Chatbots Dumb?
Artificial Intelligence // February 20, 2025

When ChatGPT first burst onto the scene, it sparked a wave of enthusiasm about how generative artificial intelligence (GenAI) could revolutionize online customer service. Get the Full Story Complete the form to unlock this article and enjoy unlimited free access to all PYMNTS content —...

OpenAI Chairman Bret Taylor Launches AI Chatbot Startup Sierra
Artificial Intelligence // February 14, 2024

OpenAI Chairman Bret Taylor has launched Sierra, an artificial intelligence (AI) chatbot startup, aiming to develop conversational AI agents specifically designed for businesses. Get the Full Story Complete the form to unlock this article and enjoy unlimited free access to all PYMNTS content — no additional logins required. yesSubscribe...

AI Startup Sierra Aims to Raise $85 Million to Tackle Business ‘Problems’
Artificial Intelligence // January 26, 2024

Sierra, an enterprise-focused AI startup co-founded by OpenAI Chairman Bret Taylor and former Google executive Clay Bavor, is reportedly on the verge of achieving unicorn status with a new investment. Get the Full Story Complete the form to unlock this article and enjoy unlimited free access to all PYMNTS content —...

Quick Reads
OpenAI Veteran Raises $950 Million for AI Customer Service Agents

May 04, 2026
Customer experience-focused artificial intelligence (AI) startup Sierra has reportedly raised $950 million in new funding. Get the Full Story Complete the form to unlock this article and enjoy unlimited free access to all PYMNTS content — no additional logins required. yesSubscribe to our daily newsletter, PYMNTS Today. By completing this form, you agree to receive […]

OpenAI Chairman Bret Taylor Launches AI Chatbot Startup Sierra

February 14, 2024
OpenAI Chairman Bret Taylor has launched Sierra, an artificial intelligence (AI) chatbot startup, aiming to develop conversational AI agents specifically designed for businesses. Get the Full Story Complete the form to unlock this article...

AI Startup Sierra Aims to Raise $85 Million to Tackle Business ‘Problems’

January 26, 2024
Sierra, an enterprise-focused AI startup co-founded by OpenAI Chairman Bret Taylor and former Google executive Clay Bavor, is reportedly on the verge of achieving unicorn status with a new investment. Get the Full Story Complete the...

TJX Finds ‘Tremendous Advantage’ in Off-Price Offerings

November 16, 2022
Apparel retailer TJX reported an increase in sales Wednesday (Nov. 16), a development the company’s CEO attributed to consumers “treasure hunting” for the chain’s off-price offerings. Get the Full Story Complete the...