About Waymark

Waymark is a mission-driven team of healthcare providers, technologists, and builders working to transform care for people with Medicaid benefits. We partner with communities to deliver technology-enabled, human-centered support that helps patients stay healthy and thrive. We're designing tools and systems that bring care directly to those who need it most—removing barriers and reimagining what's possible in Medicaid healthcare delivery.

Our Values

At Waymark, our values are the foundation of how we work, grow, and support one another:

Bold Builders: We tackle the toughest challenges in care delivery by harnessing the power of community and technology.

Humble Learners: We seek feedback, embrace diverse perspectives, and welcome challenges to our assumptions.

Experiment to Improve: We use data to inform decisions and continuously assess our performance.

Focused Urgency: Our mission drives us to act swiftly and relentlessly in pursuit of meaningful results.

If this resonates with you, we invite you to bring your creativity, energy, and curiosity to Waymark.

About this Role

As Waymark's General Counsel, you will lead the legal function and serve as a core member of the executive leadership team, partnering directly with the CEO and Board of Directors on the legal, regulatory, and strategic matters shaping Waymark's mission to transform care for Medicaid populations. You will own corporate legal, commercial contracting, privacy, compliance, and cybersecurity, building the systems, policies, and team needed to scale a healthcare technology company operating in a complex and rapidly evolving regulatory environment. You will lead and develop a growing legal and securities team while continuing to build out the function as Waymark grows. You should be energized by the opportunity to shape legal, compliance, and security strategy at the executive level, translate complex regulatory requirements into practical business guidance, and build durable infrastructure from the ground up.

Responsibilities

• Executive & Board Partnership: Serve as a trusted advisor to the CEO, executive leadership team, and Board of Directors on legal, regulatory, and enterprise risk matters, including equity, financing, and corporate governance.
• Legal Function Leadership: Build, lead, and develop Waymark's legal team, establishing scalable processes and systems as the company grows.
• Corporate & Commercial Legal: Oversee corporate legal matters and commercial contracting of the highest complexity, including value-based care agreements, vendor and supply agreements, and strategic partnerships.
• Healthcare Compliance Program: Design, implement, and oversee a comprehensive compliance program addressing HIPAA/privacy, fraud, waste, and abuse (FWA), the Stark Law, the Anti-Kickback Statute (AKS), and other state and federal healthcare regulations.
• Privacy & Data Governance: Own Waymark's privacy program, ensuring appropriate policies, controls, and cross-functional practices for handling sensitive patient and member data.
• Cybersecurity & Information Security: Oversee Waymark's information security function, partnering with technology teams on security policy, incident response, and vendor risk management.
• Enterprise Risk Management: Establish and manage enterprise risk management protocols tailored to a scaling healthcare technology company, proactively identifying and mitigating legal, regulatory, and operational risk.
• Strategic Business Partnership: Provide clear, practical, and creative legal guidance to stakeholders across the business, often under short timelines and amid ambiguity.

Minimum qualifications

• Must be admitted to the bar and in good standing, or otherwise authorized to practice law (e.g., registered in-house status), in the state where the position is located.
• 15+ years of legal experience, including significant in-house leadership experience, ideally within healthcare, health tech, or another regulated industry.
• Demonstrated experience building and leading a legal function—including compliance and privacy programs—from the ground up.
• Proven experience advising C-suite executives and/or a Board of Directors on strategic, legal, and risk matters.
• Experience managing and developing legal and compliance team members.
• Passionate about improving healthcare for underserved communities.

Preferred qualifications

• Prior experience serving as General Counsel or Chief Legal Officer at a healthcare or health tech company.
• Deep understanding of Medicaid programs, managed care organizations (MCOs), and public health frameworks.
• Experience overseeing cybersecurity or information security programs within a technology company.
• Experience supporting capital raises, board governance, and equity administration at a venture-backed company.
• Ability to build legal, compliance, and security infrastructure from scratch in a fast-paced, scaling organization.

Hiring Range

$240,000–$305,000, plus bonus eligibility. Final compensation will be determined based on experience, qualifications, and geographic location.

In addition to salary, we offer a comprehensive benefits package. Here’s what you can expect:

Stock Options: Opportunity to invest in the company’s growth.

Work-from-Home Stipend: A dedicated stipend for your first year to help set up your home office.

Medical, Vision, and Dental Coverage: Comprehensive plans to keep you and your family healthy.

Life Insurance: Basic life insurance to give you peace of mind.

Paid Time Off: 20 vacation days, accrued over the year, plus 11 paid holidays.

Parental Leave: 16 weeks of paid leave for birthing parents after six months of employment, and 8 weeks of bonding leave for non-birthing parents.

Retirement Savings: Access to a 401(k) plan with a company contribution, subject to a vesting schedule.

Commuter Benefits: Convenient options to support your commute needs.

Professional Development Stipend: A dedicated stipend supports professional development and growth.

Offer of employment is contingent upon successful completion of a background check. Employment history and advance degree verification (when applicable) are included as part of the standard background check process. 

Don’t check off every box in the requirements listed above? Please apply anyway! Studies have shown that some of us may be less likely to apply to jobs unless we meet every single qualification. Waymark is dedicated to building a supportive, equal opportunity, and accessible workplace that fosters a sense of belonging – so if you’re excited about this role but your past experience doesn’t align perfectly with every preferred qualification in the job description, we encourage you to still consider submitting an application. You may be just the right candidate for this role or another one of our openings!