General Counsel (Fractional)

About the role

At Sleep Doctor, we're helping millions get a full night's rest. As the most trusted name in sleep health, we make better sleep possible with proven support, clear answers, and hands-on care that fits real life. Across our brands-SleepDoctor.com, SleepFoundation.org, and SleepApnea.org-we combine clinical expertise with consumer-first experiences to help people understand their sleep, tackle real challenges, and wake up to healthier, more energized lives. If you're passionate about making better sleep possible-and want to help reshape the future of sleep care-we'd love to meet you. ~20-30 Hours/Week We're looking for a seasoned Fractional General Counsel to serve as Sleep Doctor's senior legal and compliance leader. This is a hands-on, high-ownership role for an attorney who thrives in fast-moving environments and wants to make a real difference-not just advise from the sidelines. You'll own our end-to-end compliance function, serve as a trusted strategic partner to the executive team, and dramatically reduce our reliance on outside counsel by bringing sharp, practical legal judgment in-house. This is the right role if you want to build something meaningful at a company that's reshaping the future of sleep health.

Responsibilities

• Compliance Program Leadership
• Design, implement, and continuously improve a comprehensive compliance program spanning DME, telehealth, and digital health operations.
• Serve as the company's Compliance Officer, maintaining all relevant policies, procedures, and training programs across the business.
• Conduct and oversee internal compliance audits; manage any regulatory inquiries or investigations.
• Monitor evolving federal and state regulatory requirements and translate them into operational guidance for the business.
• Healthcare Regulatory
• Own legal and regulatory matters related to our telehealth platform and DME supply and billing operations, including CMS/Medicare, Medicaid, and state-level requirements.
• Advise on licensure requirements across all 50 states as we scale, with particular focus on the patchwork of telehealth practice standards and DME supplier licensing that varies significantly by jurisdiction.
• Partner closely with clinical and operations teams to ensure care delivery models remain compliant as the business evolves.
• Data Privacy & Security
• Lead HIPAA compliance enterprise-wide, including Business Associate Agreement management, PHI/PII handling, breach response protocols, and workforce training.
• Oversee compliance with applicable state privacy laws (CCPA, Washington My Health My Data Act, and others).
• Partner with our technology and product teams on privacy-by-design practices for our digital health products.
• Commercial & Employment Law
• Negotiate and manage key commercial contracts-partner agreements, vendor agreements, strategic partnership structures-with minimal outside counsel involvement.
• Serve as first-line legal resource for employment law questions, working in close partnership with HR on hiring, separation, policy, and employee relations matters.
• Support the CFO and executive team on governance matters, including board materials and delegation of authority frameworks.
• Strategic Partnership & Business Development Support
• Provide legal support on strategic partnerships, including government and federal program relationships (e.g., VA partnerships).
• Advise on deal structuring, term sheet review, and contract negotiation for growth initiatives.

Requirements

• Required
• J.D. from an accredited law school; active bar membership in at least one U.S. jurisdiction.
• 10+ years of legal experience, with substantial in-house or law firm experience in healthcare law.
• Deep expertise in DME (Durable Medical Equipment) regulations, including Medicare/Medicaid billing and compliance.
• Hands-on telehealth regulatory experience across multiple states.
• Demonstrated ownership of a compliance program-you've built or run one, not just advised on one.
• Comprehensive knowledge of HIPAA, PHI/PII handling, and healthcare data privacy.
• Proven ability to function as a resourceful, independent operator in a startup or scaling-stage business.
• Track record of materially reducing outside counsel spend by handling matters in-house.
• Strongly Preferred
• Experience in digital health or health tech-comfortable navigating the intersection of technology, consumer products, and regulated healthcare services.
• Familiarity with FTC regulations applicable to health claims and consumer-facing digital health content.
• Experience supporting government program partnerships (VA, CMS, etc.).
• Prior experience as a fractional, embedded, or sole in-house counsel.
• What Success Looks Like
• In your first 90 days , you'll have assessed our current compliance posture, prioritized a near-term remediation roadmap, and established yourself as the go-to legal voice for the leadership team.
• Within six months , you'll own end-to-end compliance, have meani

Benefits

Your Match

How well this role fits your profile.

Company Intel

What employees say

Worked at sleepdoctor? Share your experience