Senior Counsel, Corporate & Risk

RemotecontractRemote

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senior

$152k–$238k

H1B: yes

Headway The Senior Counsel, Corporate & Risk at Headway manages third-party contracting, disputes, corporate insurance, and other corporate and risk matters during a pivotal growth phase. This role partners with multiple teams and operates in a fast-growing healthcare technology environment.

Responsibilities

Third-party and vendor contracting — building out and leading our agentic first-pass contract review, while serving as DRI on escalations and exceptions that reflect our goals and priorities.
A key subset of disputes and escalated requests — e.g., patient cost disputes, escalated provider matters, administrative/regulatory inquiries, and escalated document and records requests — partnering closely with Customer Experience and Communications to resolve effectively.
Headway’s annual corporate insurance cycle and ongoing insurance administration.
Other corporate and risk matters that arise within a fast-growing start-up environment.
You’d be a great fit if you have:
5+ years of legal experience, including at least 2 years in-house
Experience in a fast-paced, high-growth start-up environment (healthcare preferred)
Hands-on ownership of complex processes like commercial contracting at scale, and the judgment to balance risk and trade-offs with the right mix of fidelity and velocity.
Strong emotional intelligence — you will be the face of Legal to cross-functional partners on matters that may be escalated, time-sensitive, or both. You are able to build relationships and consensus with colleagues amid competing views and priorities
Genuine interest in working with AI tooling, and in improving or reinventing the systems you work in (versus simply operating within them)
Ability to translate complex topics into clear and actionable advice for non-legal stakeholders
J.D. from an accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)