Associate General Counsel, Commercial and Corporate

Summary

Join Headway, a mission-driven healthcare technology company, as Associate General Counsel, Commercial and Corporate, and play a key strategic role in building and scaling our corporate and transactional legal functions. This pivotal growth phase offers a unique opportunity to contribute to a company transforming mental healthcare access. You will oversee all aspects of Headway's commercial relationships, focusing on contracts with insurance companies and strategic partners. The role requires significant in-house leadership experience in commercial contracting and deep expertise in healthcare payer contracts. While we prefer candidates based in New York, we will consider exceptional candidates in the Bay Area and Seattle. Headway offers a competitive compensation and benefits package, including equity, comprehensive health and wellness benefits, and meaningful ownership opportunities.

Requirements

• 8+ years of legal experience with significant in-house leadership experience in commercial contracting
• Deep expertise in healthcare payer contracts, provider agreements, and regulatory frameworks
• Experience establishing efficient commercial contracting processes in high-growth healthcare or healthcare technology companies
• Strong understanding of healthcare corporate structures (MSO, provider networks) and their impact on commercial relationships
• Proven track record scaling legal functions and building high-performing teams
• History of successful cross-functional partnership and executive stakeholder management
• JD from accredited law school and active bar membership in good standing (ability to register as NY in-house counsel required)

Responsibilities

• Serve as a strategic advisor to the executive team on commercial contracting and corporate governance
• Build and lead high-performing commercial legal team while developing scalable contracting operations
• Develop and implement efficient processes for negotiating, reviewing, and managing agreements with insurance payers and healthcare providers
• Create standardized contract templates, negotiation playbooks, and approval workflows to support rapid scaling
• Establish and oversee contract lifecycle management systems and reporting metrics
• Structure and oversee healthcare-compliant commercial relationships that accommodate multi-state regulatory requirements
• Partner cross-functionally with our Payer, Finance, and Operations teams to enable growth while managing risk

Preferred Qualifications

Candidates based in New York

Benefits

• Equity Compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave for eligible employees
• Carrot Fertility annual reimbursement and membership
• 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
• Flexible PTO
• Employee Assistance Program (EAP)
• Training and professional development
• The expected base pay range for this position is $204,000 - $300,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level