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Head of PMO

100% remote Flexible hours Hiring now

About Us

Sleep Doctor is the sleep health company on a mission to help an increasingly tired world live healthier, happier, and thriving lives through the revitalizing power of sleep. Sleep Doctor meticulously creates and curates scientifically backed direct-to-consumer sleep product essentials that solve sleep challenges and improve well-being. Founded by Dr. Michael Breus in 2008, Sleep Doctor, through its family of sites and brands (SleepDoctor.com, SleepFoundation.org, SleepApnea.org), empowers millions of consumers annually to better understand the science of their sleep, make informed product decisions, and build health-transforming sleep habits. To learn more about Sleep Doctor, visit SleepDoctor.com.

About the Role

We are building out our insurance offering within a high-growth digital healthcare company and are seeking a seasoned Head of PMO to stand up and lead the project management office for this initiative. This role will serve as the connective tissue across all workstreams—ensuring we launch on time, on budget, and at a high standard of quality.

This is a hands-on consulting engagement with significant visibility to senior leadership. You’ll be expected to bring healthcare and insurance experience, strategic thinking as well as operational hustle.

What You'll Do

  • Establish and Run the PMO:
    • Stand up a lightweight but effective PMO to support the launch and development of a virtual sleep care business line accepting insurance
    • Build and own the end-to-end program plan, governance cadence, risk management, and reporting structure
  • Drive Cross-Functional Execution:
    • Partner with business, clinical, legal, technology, revenue cycle, and external partners to manage dependencies and drive results
    • Track milestones, escalate blockers, and ensure deliverables are met with high quality
  • Steering Committee Engagement:
    • Prepare and present program updates to senior leadership and the executive steering committee
    • Translate complex program status into clear, actionable summaries
  • Hands-On Program Delivery:
    • Roll up your sleeves to fill gaps, drive alignment, and accelerate execution where needed
    • Proactively manage scope, resources, and risks to keep the initiative on track

What We Are Looking For

  • 10+ years of experience in project and program management, including direct ownership of PMO setup and operations
  • Demonstrated success leading large-scale healthcare initiatives, particularly in digital or virtual care environments that accept insurance
  • Strong familiarity with payor integration, revenue cycle, compliance, and go-to-market coordination in a healthcare context
  • Experience launching new businesses or capabilities, driving complex cross-functional integrations, or overseeing strategic transformations in healthcare
  • Background in top-tier management consulting (e.g., McKinsey, BCG, Bain, Deloitte, PwC, Accenture) is a strong plus
  • Exceptional communication skills and executive presence—comfortable working closely with C-suite stakeholders, Board members and external partners
  • Operates well in ambiguity with a bias toward action, clarity, and accountability
  • Available to work primarily during West Coast business hours

Who We Are

  • We play an important role in the health & wellness decisions of our audiences, and it’s a responsibility we don’t take lightly.  We invest thoughtfully to provide the most expert-driven, audience-first experience
  • We embody rapid, sustainable growth. Run into a challenge or a new opportunity?  Everyone on the team rolls up their sleeves and digs in
  • We’re going to push you to ask big questions and find bold answers.  Everyone has a seat at the table, regardless of their title or job description
  • In Seattle, our positions adopt a hybrid model, recognizing the importance of in-person collaboration and remote work.  Our newly renovated-office remains open five days a week to those who thrive in a traditional office-environment.
  • We love a good celebration!  We enjoy what we do because of who we do it with, and take time to celebrate every win – whether ours or a teammate’s

Compensation Range

This is a contract/consulting role and not eligible for company benefits. We expect the role to have a 6 month duration and be between 20-30 hrs/week. Competitive hourly rate or fixed fee, commensurate with experience.  The hourly range for the role is $90-$125/hr.

Sleep Doctor is committed to bringing together individuals from diverse backgrounds and perspectives. 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. We are proud to be an equal opportunity employer open to all qualified applicants. 

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