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Head of People Operations

gray swan • United State
Visa Sponsorship Relocation
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Lead the entire People function to support the scaling of a fast-growing AI safety company. Own employment compliance, benefits strategy, and HRIS implementation across multiple states. Requires 8+ years of HR experience with a proven track record of scaling tech organizations.

Key Highlights
Lead the People and Talent teams, reporting to the VP of Operations
Own multi-state employment compliance and risk management
Design and manage benefits strategy, HRIS platforms, and compensation frameworks
Key Responsibilities
Manage employment compliance requirements for hiring in new states and countries, including payroll tax and pay transparency rules
Track headcount thresholds to ensure compliance with laws such as Title VII, ADA, COBRA, FMLA, ACA, EEO-1, and WARN
Set and review employee classifications (contractor vs. employee, exempt vs. non-exempt)
Own company policies, employee handbook, and required reporting
Lead high-risk employee matters including investigations, terminations, and leave cases
Own and evaluate HRIS, payroll, and people platforms to support company growth
Design and manage benefits strategy, plan design, budget, and broker relationships
Shape compensation philosophy, salary bands, and equity guidelines
Coach and develop the People and Talent teams
Partner with leadership on headcount planning, org design, and people strategy
Technical Skills Required
Employment Law Compliance Benefits Administration HRIS Implementation
Benefits & Perks
Salary $155,000 - $245,000
Performance-based bonus
Equity package
401k with up to 4% matching
28 days annual leave
Health, dental, and vision coverage
Catered lunches
Relocation support
Visa sponsorship
Nice to Have
Experience with international hiring, employer of record, visas, and global benefits
Experience shaping compensation and equity frameworks at a growing startup
SHRM-SCP or SPHR certification

Job Description

Gray Swan is on a mission to empower the world to use AI safely and securely. We evaluate AI models for the leading frontier labs along with building real-time threat detection and adaptive adversarial red teaming agents for enterprise teams deploying AI.We're a team of approximately 50 people, well-funded and growing quickly. Our work directly influences how the world deploys AI agents and systems at scale.Learn more about how we work.We’re hiring a
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