• ~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.

What You'll Own

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.

What We're Looking For

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 meaningfully reduced our outside counsel spend, and be a trusted strategic partner on our most important commercial and regulatory decisions.

Why Sleep Doctor

• Mission-driven company with real clinical impact—we help people sleep better and live healthier lives.

• Lean, high-trust executive team that values substance over process.

• Opportunity to grow with the organization—this role is built to expand as we do.

• Flexible fractional structure with meaningful ownership and visibility.

Compensation

• ~$300-350/hour | 20-30 hours/week

• This is a fractional engagement with potential to grow into a broader role as the company scales. This will be a 1099 engagement.