Headway
Senior Counsel, Corporate & Risk
$152K–$238K
Remote · Remote · Senior · Full-time · Posted Oct 2, 2026
- Experience
- 5+ years of legal experience, including at least 2 years in-house.
- Education
- J.D. from an accredited law school.
About the job
Serve as a strategic in-house legal partner, leading vendor contracting, selected disputes and escalations, corporate insurance, and other corporate risk matters.
What you'll do
- Lead third-party and vendor contracting, including agentic first-pass contract review and escalations.
- Manage selected disputes and escalated requests with Customer Experience and Communications.
- Own the annual corporate insurance cycle and ongoing administration, and handle other corporate and risk matters.
What they ask for
- At least 5 years of legal experience, including at least 2 years in-house.
- Hands-on ownership of complex processes such as commercial contracting at scale.
- J.D. from an accredited law school and active bar membership in good standing; ability to register as NY in-house counsel required.
- Experience in a fast-paced, high-growth start-up environment; strong communication, relationship-building, and judgment skills.
Nice to have
- Healthcare experience.
- Genuine interest in working with AI tooling and improving or reinventing systems.
Pay
$152K – $237.5K (base salary)
AI focus
Build and lead agentic first-pass contract review; work with AI tooling and improve or reinvent systems.
Model-written summary · the original posting is authoritative