Drimva

Gray Swan AI

Head of People

$155K–$245K

Pittsburgh · Hybrid · Director · Full-time · Posted Oct 15, 2026

Experience
8+ years of progressive HR experience, including 2+ years leading a people function or team.
Visa sponsorship
Visa sponsorship available for exceptional candidates.

About the job

Leads Gray Swan AI’s People function, scaling compliance, benefits, HR systems, compensation practices, and people programs as the company grows across locations.

What you'll do

  • Own employment compliance, policies, reporting, classifications, and high-risk employee matters as the company scales across states and countries.
  • Lead benefits strategy and manage HRIS, payroll, and people platforms, including vendor selection and people data strategy.
  • Develop the People and Talent teams and partner with leadership on compensation, headcount planning, organizational design, and people strategy.

What they ask for

  • 8+ years of progressive HR experience, including 2+ years leading a people function or team.
  • Experience scaling a fast-growing company across multiple states, supporting in-person and remote employees.
  • Strong working knowledge of FLSA, FMLA, ADA, Title VII, ADEA, ERISA/COBRA, ACA, NLRA, and WARN.
  • Experience with benefits planning, HRIS and payroll platform implementation, and leading recruiting and people operations teams.

Nice to have

  • Experience with international hiring, including employer of record, visas, and global benefits; or shaping startup compensation and equity frameworks.
  • SHRM-SCP or SPHR certification.

Pay

$155,000 - $245,000 USD base salary

Tools

HRIS, payroll

Model-written summary · the original posting is authoritative

First seen Oct 28, 2026 · Last verified Nov 6, 2026 (UTC)