Drimva

Headway

Chief of Staff, Clinical

$180K–$225K

Remote · Remote · Staff · Full-time · Posted Oct 16, 2026

Experience
5+ years in operations, program management, strategy, or a Chief of Staff role in tech.

About the job

Operates the Clinical organization by translating strategy into plans, coordinating cross-functional initiatives, and building processes that keep work on track.

What you'll do

  • Lead cross-functional initiatives across Clinical, Product, Engineering, Legal and Compliance, Marketing, and Operations.
  • Run the Clinical organization’s operating rhythm, including meetings, OKRs, planning, and onsites.
  • Develop governance processes and leadership materials, surface trade-offs, and manage urgent requests.

What they ask for

  • 5+ years in operations, program management, strategy, or a Chief of Staff role in tech.
  • Healthcare experience; the posting prefers experience at a late-stage, high-growth company.
  • Strong program management, writing, influencing, and ability to bring structure to ambiguity.

Nice to have

  • Independently Licensed Therapist (LPC, LCSW, PhD, or PsyD); management consulting experience.
  • Experience working with AI tools or in an AI-native way.

Pay

USD $180,000-$225,000 base salary

AI focus

AI experience is a nice-to-have; the role may involve working with AI tools or in an AI-native way.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 6, 2026 (UTC)