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Chief of Staff

New York City, NY

About Us

At Greenbrook Medical, we believe seniors deserve more from the healthcare system—more time, more care, more coordination, and more heart. We provide high-touch, relationship-based primary care to seniors, built around one simple idea: deliver the kind of care we’d want for our own parents.

Founded by two brothers—Raj and Neil Machhar—and inspired by their father’s pioneering work in Medicare Advantage, Greenbrook is deeply personal and proudly modern. We quarterback our patients through their healthcare journey, making sure they’re never alone in a complex system. Our business model is designed around patient outcomes, not volume—so we only succeed when our patients thrive.

With roots in Tampa Bay and a partnership with Tampa General Hospital, we’re growing thoughtfully to bring our model to more communities. Our team is the heart of it all: mission-driven, values-oriented, and relentlessly committed to taking the best care of our patients.

 

About the Role

As Chief of Staff, you will serve as a force multiplier for our leadership team, working across operations, growth, clinical strategy, and people to drive critical initiatives forward. You’ll work closely with the CEO, Head of Operations, Chief Medical Officer, and Head of Growth to execute strategic priorities, support our clinic teams, and make sure nothing falls through the cracks.

This is an ideal role for someone who thrives in ambiguity, brings a mix of analytical and operational firepower, and is energized by solving problems that matter in healthcare. You’ll gain deep exposure across the business and help shape how we scale from a strong foundation into something extraordinary.

 

Compensation

Compensation range: $150,000-$175,000, with a generous performance bonus.

At Greenbrook Medical, we value fair and equitable pay. Your salary within this range will be based on your relevant, transferable experience and professional achievements.

 

Location: New York City strongly preferred (Hybrid). Open to exceptional remote candidates in FL, VA, TX, NY, MO (must be located in these states to be eligible).

 

Key Responsibilities

Strategic Planning & Internal Alignment

  • Lead annual and quarterly goal-setting processes (OKRs), ensuring alignment across all teams.
  • Plan and facilitate team offsites and team goal development sessions.
  • Track and report progress on key goals, proactively identifying and removing blockers.
  • Run weekly leadership meetings: manage agendas, ensure pre-read materials are shared, and drive swift, informed decision-making.
  • Design and manage internal communications systems (e.g., Central Team huddles, All-Hands) to keep the team informed and aligned.
  • Champion transparency, celebrate wins, and foster a culture of continuous improvement, especially in a hybrid environment.
  • Develop materials for quarterly board meetings, document key takeaways, and ensure follow-through on action items.

Business Operations & Performance Management

  • Own company-wide KPI development, tracking, and dashboard management.
  • Run Monthly Business Reviews and other performance forums to drive operational excellence.
  • Partner cross-functionally to understand business needs, improve data access, and identify opportunities for operational improvements.
  • Become a subject-matter expert on internal data sources and tools, advising leadership on their use and potential.

Cross-Functional Special Projects

  • Lead high-impact strategic projects in partnership with the CEO and other functional leaders.
  • Drive initiatives such as:
    • Health system integration projects (Growth, Medical, Clinical Ops)
    • New clinic launches, including working group management and playbook creation
    • Geographic expansion research and payer strategy support
    • Evaluation and implementation of clinical tools and RevOps KPIs
    • Incentive program review and alignment with performance metrics
    • Population health analyses and protocol development

Leadership Support

  • Serve as a trusted partner to the CEO, CMO, VP of Operations, VP of Population Health and Growth, and other executives, helping prioritize and execute initiatives that move the organization forward.
  • Provide support with fundraising efforts, including data gathering, material preparation, and investor communications.

 

Accountabilities

  • Ensure 100% of departments submit and align on quarterly OKRs on time, and that leadership has visibility into cross-functional dependencies and progress.
  • Improve internal decision-making velocity by facilitating structured leadership meetings and tracking progress via a quarterly leadership survey.
  • Support data-informed strategic decision-making across the company by owning (a) our reporting & analytics and (b) the forums in which we leverage that reporting & analytics to make business decisions (Monthly Business Reviews, Quarterly Business Reviews, ad hoc performance forums, etc). Success measured via quarterly leadership survey.  
  • Lead special projects and define success metrics for those projects that will inform Chief of Staff’s quarterly OKRs & KPIs.

 

About You

  • Experience: 
    • 4–8 years of experience in consulting, health tech, or healthcare operations
    • Experience in a high growth startup
  • Education: 
    • MBA or advanced degree is a plus, but not required
  • Skills:
    • Strong generalist skill set with a proven track record of managing complex projects and cross-functional stakeholders
    • Strong analytical instincts (Excel/google sheets, dashboards, data synthesis) paired with clear, effective communication skills
    • Highly organized, detail-oriented, and comfortable working in a fast-paced and evolving environment
    • Deeply motivated by improving healthcare 
    • Able to build trust quickly with clinical, operations, and executive teams
    • Located in NYC or open to regular travel to headquarters and clinic sites
  • Values: You embody our core values of Heart, Excellence, Accountability, Resilience, and Teamwork.

 

Why You Should be Excited

  • Innovation: Be part of an innovative clinic setting the standard for senior-focused primary care. Work in a supportive, patient-first environment that values quality care.
  • Impact: Be part of a mission-driven team focused on transforming healthcare for underserved seniors.
  • Growth: Expand your skill set with hands-on experience in patient care, back and front office and administrative support.
  • Compensation: Competitive base salary and performance-based bonus, paid time off, health, dental and vision benefits, and 401K with employer match.

 

Our Selection Process

Our selection process typically includes an online application, initial interview, functional interviews, case study, values interview, and reference check.

 

Equal Employment Opportunity and Commitment to Diversity

At Greenbrook Medical, we believe the only way we accomplish our mission is by building the best team in healthcare. We do this through a culture of respect and belonging, ensuring our teammates feel cared for first and foremost. 

We will extend equal employment opportunity to all applicants without regard to age, race, ethnicity, sex, religion, sexual orientation, gender identity, socioeconomic background, disability status, military affiliation, pregnancy or any other status protected under federal, state and local laws. We encourage all who share our mission to apply. Greenbrook Medical will provide reasonable accommodations during the recruitment process. If you need additional accommodations or assistance, do not hesitate to contact our People team at recruiting@greenbrookmedical.com.

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