Sierra · 1 week ago
Global Benefits Manager
San Francisco, CA
Full-time
Onsite
Senior Level
$170K/yr - $200K/yr
7+ years expSierra is creating a platform to help businesses build better customer experiences with AI. They are seeking a Global Benefits Manager to design and manage global benefits programs, ensuring compliance and competitiveness across regions.
Artificial Intelligence (AI)Enterprise SoftwareSaaS
Responsibilities
Design, implement, and manage Sierra’s global benefits programs including health plans, retirement, wellness, leave programs, and local statutory benefits ensuring they are competitive and compliant across all regions
Partner cross-functionally with People, Finance, Legal, and global leaders to support benefits strategy, budget planning, M&A/due diligence needs, and new-country expansions
Manage vendor relationships and brokers across the U.S., EMEA, and APAC to drive service excellence, cost efficiency, renewal strategy, and regulatory compliance
Serve as a trusted advisor to employees, providing clear guidance on benefits, leaves, eligibility, and policy interpretation while ensuring a smooth, high-touch experience
Build scalable systems, reporting, and documentation, using data and market insights to evaluate program effectiveness, anticipate global needs, and evolve offerings as Sierra grows
Qualification
Required
7+ years of experience in global benefits, total rewards, or related People functions, ideally in high-growth tech environments
Deep knowledge of U.S. and international benefits, including health and welfare plans, pension/retirement schemes, statutory programs, and leave regulations across multiple regions
Strong experience managing benefits vendors, brokers, and renewals, with an ability to negotiate, benchmark, and maintain cost-effective programs
Excellent communication skills with the ability to explain complex benefits clearly, partner across executive and functional teams, and deliver an exceptional employee experience
A systems thinker with strong project management skills, capable of balancing strategic planning with hands-on execution
Preferred
Experience supporting global expansion and entity setup in new countries
Familiarity with HRIS, ben-admin platforms, and payroll integrations
CEBS, GBA, PHR, or similar benefits-related certification
Benefits
Flexible (Unlimited) Paid Time Off
Medical, Dental, and Vision benefits for you and your family
Life Insurance and Disability Benefits
Retirement Plan (e.g., 401K, pension) with Sierra match
Parental Leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary Benefit Stipend giving people the ability to spend where it matters most
Free alphorn lessons
Company
Sierra
Sierra provides a platform that builds and manages conversational AI agents for customer experiences.
201-500 employees
Funding
Current Stage
Growth StageTotal Funding
$635MKey Investors
SoftBank Vision FundGreenoaks
2025-12-04Series Unknown
2025-09-04Series Unknown· $350M
2024-10-28Series Unknown· $175M
Leadership Team
Bret Taylor
Co-Founder
Recent News
Tech Startups - Tech News, Tech Trends & Startup Funding
2026-01-23
2026-01-22
Company data provided by crunchbase