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. 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. ~~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. 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. We're looking for a seasoned Fractional General Counsel to serve as Sleep Doctor's senior legal and compliance leader.

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. 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. 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. 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. Provide legal support on strategic partnerships, including government and federal program relationships (e.g., Advise on deal structuring, term sheet review, and contract negotiation for growth initiatives.



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. ~ 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.

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. Prior experience as a fractional, embedded, or sole in‑house counsel.

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 significant commercial and regulatory decisions. Mission‑driven company with real clinical impact—we help people sleep better and live healthier lives.

Flexible fractional structure with meaningful ownership and visibility. We strive to create an inclusive environment where everyone can thrive and be their authentic self, feel a sense of community, and do great work together.

📌 General Counsel (Fractional) (Calgary)
🏢 Socket.dev
📍 Calgary