COMPANY PROFILE · 2 MIN READ · UPDATED 01 AUG 2026
Sierra
Sierra is an AI startup that tackles essential business challenges by leveraging Enterprise AI solutions. The company aims to integrate practical AI solutions into established business workflows seamlessly. Its conversational AI agents…
San Francisco, CA
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- 2023
- Headcount
- 28
- Open roles
- 208
- Last raised
- Series E
SECTION II · ABOUT THE COMPANY
About Sierra
Onsite
Bret Taylor's enterprise AI company just raised $950M. They have 129 roles to fill.
Hiring
Software engineers (AI platform, infrastructure, integrations)ML engineers and researchersEnterprise account executivesSolutions engineersCustomer success managersProduct managers
129 open roles as of June 2026 — #2 on Employbl by open headcount. The hiring push began immediately after the May 2026 Series E close.
The team
Engineering team: 55 peopleAI/ML engineers, platform engineers, enterprise sales and solutions, customer success, and G&A. Still small enough that early joiners have outsized impact on product and culture.
What Sierra says about itself
- What you build
- Customers & investors
- Culture & perks
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How Sierra builds
LEADERSHIP
Founders & key people
OPEN ROLES
Hiring at Sierra
FUNDING
Capital raised
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Where they work
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