Drimva

Pylon

Head of People & Operations

San Francisco · On-site · Director · Full-time · Posted May 28, 2026

Experience
Experience scaling People somewhere from 50 to 500 employees; no specific number of years stated.

About the job

Build and lead Pylon’s People function, covering People Operations, performance and compensation, recruiting, and culture as the company scales.

What you'll do

  • Own People Operations, including HRIS, equity administration, payroll, benefits, compliance, immigration counsel, onboarding, and offboarding.
  • Develop performance and compensation processes, including comp bands, review cycles, PIPs, manager coaching, and promotions.
  • Lead recruiting and maintain the headcount plan; help shape company culture and provide strategic input on organizational growth.

What they ask for

  • Experience scaling a People function from 50 to 500 employees.
  • Hands-on experience with performance and employee-relations matters, including PIPs, terminations, and layoffs.
  • Willingness to do operational work directly, including payroll and closing offers.

Nice to have

  • A nontraditional background outside HR.

Tools

HRIS

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 5, 2026 (UTC)