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Sierra

Sierra

AI agent platform for enterprise customer experience, founded by former Salesforce co-CEO Bret Taylor.

125
Open Roles
Founded
2023
Headquarters
San Francisco, CA
Employees
501-1,000
Latest Round
Series C
Est. Valuation
~$10,000M
Seed
Series A
Series B
Series C
Series D+

Investment Thesis

🚀 What They Do

Sierra develops conversational AI agents that power enterprise customer experiences. Founded in 2023 by Bret Taylor (former Salesforce co-CEO and current OpenAI board chairman) and Clay Bavor (longtime Google executive), Sierra builds AI agents that can handle complex customer service interactions across industries.

Sierra's agents help hundreds of millions of people refinance homes, get roadside assistance, dispute charges, understand insurance deductibles, and more. The company has landed hundreds of customers including SoFi, Ramp, and Brex, reaching $100 million in enterprise ARR in under two years. With $635 million in total funding and a $10 billion valuation, Sierra is one of the fastest-growing AI companies in history.

🔥 The Problem

Customer service is simultaneously the most important and most frustrating touchpoint for brands — consumers hate waiting on hold, and companies spend $350B+ annually on contact centers that still deliver inconsistent experiences.

🎯 The Bet

Sierra deploys AI agents that handle customer service conversations with brand-appropriate tone, deep product knowledge, and the ability to take real actions (process returns, modify subscriptions, troubleshoot issues) — not just deflect to FAQs.

📈 The Signal

Founded by Bret Taylor (ex-Salesforce co-CEO, ex-Facebook CTO) and Clay Bavor (ex-Google VP); already deployed by ADT, SiriusXM, Sonos, and WeightWatchers, handling complex multi-turn conversations at enterprise scale.

Why Now

LLMs can finally conduct nuanced, empathetic customer conversations while maintaining brand voice, and the economics are transformative — AI agents cost a fraction of human agents while being available 24/7 with zero hold time.

Funding & Investors

$20B$15B$10B$5B$0
Founded
Series A
Feb 2024
Amount Raised: $110M
Series A
Feb 2024
Post-Money Valuation: $1B
Series A
$1B est. val
$110M raised
Series B
Oct 2024
Amount Raised: $175M
Series B
Oct 2024
Post-Money Valuation: $4.5B
Series B
$4.5B est. val
$175M raised
Series C
Sep 2025
Amount Raised: $350M
Series C
Sep 2025
Post-Money Valuation: $10B
Series C
$10B est. val
$350M raised
20232024202520262027
Amount raisedEst. post-money valuationFounded
Series C$350MSep 2025
Lead: Greenoaks Capital · ICONIQ, Thrive Capital, Sequoia Capital, Benchmark
Series B$175MOct 2024
Lead: Greenoaks Capital · ICONIQ, Thrive Capital, Sequoia Capital, Benchmark
Series A$110MFeb 2024
Lead: Sequoia Capital · Benchmark

Headcount Growth

2000150010005000
50
128
250
370
709
834*
20232024202520262027
*Forecast assumes all 125 open roles are filled

125 Open Roles

Engineering Manager, Agent
2mo agoEngineering2
Sales Engineer
2mo agoSales1
Agent Experience Designer, Voice (Multilingual)
1mo agoDesign0
Agent Experience Designer, Voice (Multilingual)
2mo agoDesign0
Brand Designer (Contract)
2mo agoMarketing & Communications0
Business Development
2mo agoSales0
Business Operations
7d agoOperations0
Commercial Counsel
2mo agoLegal0
Commercial Counsel
2mo agoLegal0
Commercial Counsel
2mo agoLegal0