Executive Assistant to the Cofounder & Chief Medical Officer

About Us

Greenbrook Medical is building the new standard in primary care.

We deliver high-touch, relationship-based care through neighborhood clinics, grounded in a simple belief: every senior deserves the kind of care we would want for our own families. Our model prioritizes time with patients, strong care coordination, and a personalized approach that improves outcomes while lowering total cost of care.

We take full accountability for patient outcomes and overall cost of care, aligning clinical excellence with disciplined execution. That commitment shows up in our results, including a patient Net Promoter Score of 91, compared to 32 for typical healthcare organizations.

Rooted in Tampa Bay and partnered with Tampa General Hospital, we are entering an exciting phase of growth. Backed by strong unit economics, experienced operators, and a proven playbook, we are looking for builders and operators who want to help scale a healthcare platform designed to deliver better care, better coordination, and better outcomes for seniors.

About The Role

As Executive Assistant to our Cofounder & Chief Medical Officer, you will be a critical partner in helping him focus his time and energy on the work that matters most. This is much more than calendar management — you'll help translate priorities into action, protect time for the highest-impact work, and make thoughtful decisions about what gets attention when competing demands arise.

This role has one important feature that sets it apart from a typical desk-based EA position: it requires a genuine in-person presence. Beyond managing the calendar, inbox, and projects, you'll be the person who shows up — at the office and across Greenbrook's clinics — to handle whatever can't be done remotely: checking and processing corporate mail, being physically present for signatures, deliveries, and vendor visits, and representing the Cofounder on-site whenever a task calls for someone there in person rather than on a call.

Reporting directly to the Cofounder & Chief Medical Officer, this role is highly responsive, fast-paced, and collaborative. Day to day, you'll manage a complex calendar, field a high volume of email and messages, coordinate meetings and follow-up, and keep priorities moving forward — while staying ready to be on the ground wherever an in-person touch is needed.

Location: Tampa, FL; must be based locally, with regular in-person presence expected at the Greenbrook Medical clinics and across clinics in the Tampa Bay area.

What You'll Do

Own the Calendar & Inbox

• Manage the calendar with a strong point of view on priorities, making thoughtful tradeoffs when competing requests arise.
• Triage a high volume of email and messages daily, quickly identifying what needs the Cofounder's attention versus what can be handled or delegated.
• Anticipate scheduling conflicts and resolve them proactively before they become problems.

Keep Things Moving

• Track commitments, follow-ups, and action items to make sure important work keeps moving and nothing falls through the cracks.
• Follow up with stakeholders and hold people accountable to deadlines when needed.
• Prepare the Cofounder for meetings by ensuring he has the right context, materials, and information ahead of time.

Be the In-Person Presence

• Check and process corporate mail on a regular basis, handling or routing items directly rather than waiting for them to be forwarded.
• Travel to Greenbrook clinics and other local sites to handle anything that requires someone there in person — signatures, deliveries, vendor check-ins, drop-offs and pick-ups, and similar hands-on needs.
• Represent the Cofounder at in-person meetings, site visits, or errands when his own presence isn't required but someone needs to be there on his behalf.
• Serve as a reliable point of physical presence for anything that can't be resolved over email or phone.

Connect the Dots

• Coordinate across clinical, operations, people, and other teams to keep priorities aligned and work moving.
• Communicate clearly, professionally, and promptly on behalf of the Cofounder.
• Build strong relationships across Greenbrook and serve as a trusted, highly responsive point of contact.

What Success Looks Like

• The calendar consistently reflects the highest-priority work, with minimal unnecessary meetings or scheduling conflicts.
• Responds to or appropriately routes 95%+ of requests within 24 hours.
• No important commitments, follow-ups, or deadlines fall through the cracks.
• The Cofounder is consistently prepared for key meetings with the right information and materials in advance.
• Corporate mail and in-person needs at the office and clinics are handled promptly, without the Cofounder needing to think about them.
• Stakeholders experience the Cofounder's office as responsive, organized, clear, and easy to work with.
• The Cofounder spends more time on high-impact clinical and strategic priorities because day-to-day coordination — including anything requiring an in-person touch — is handled proactively.

About You

You bring:

• 5+ years of experience supporting a senior executive, ideally in a fast-paced healthcare, startup, or growth environment.
• Genuine comfort being on-site regularly and traveling locally between multiple locations (clinics, office) as a core part of the job, not an occasional exception.
• Exceptional organizational skills and the ability to manage many competing priorities without losing important details.
• Strong judgment and the confidence to make difficult prioritization and scheduling decisions on behalf of an executive.
• A highly proactive working style — you anticipate needs rather than waiting to be asked.
• Exceptional written and verbal communication skills, with the ability to be clear, concise, and appropriately direct.
• A high level of responsiveness and comfort managing significant volume across email, Slack, and other communication channels.
• Strong follow-through and a track record of getting things done.
• The ability to build trust quickly and work effectively with physicians, executives, and teams across an organization.
• Discretion and sound judgment when handling confidential or sensitive information.
• A valid driver's license and reliable transportation for regular travel between sites.
• A mindset grounded in our core values of Heart, Excellence, Accountability, Resilience, and Teamwork.

You'll stand out if you:

• Have supported a Chief Medical Officer, physician executive, CEO, or other senior healthcare leader.
• Have experience working in a rapidly scaling organization where priorities change quickly and ambiguity is part of the job.
• Have experience managing an executive calendar where prioritization requires more than simply scheduling the next available time.
• Are naturally wired to create order, identify what matters most, and keep people accountable to commitments.
• Have experience working across clinical and operational teams and understand the pace and dynamics of a healthcare environment.
• Are just as comfortable with hands-on, on-the-ground tasks — mail, deliveries, in-person errands — as with high-level executive support, and don't see one as beneath the other.

Why You'll Love Working Here

Make An Impact Every Day

Be part of a mission-driven team transforming primary care for seniors. Your work directly supports better outcomes, better coordination, and better experiences for some of the most vulnerable patients in healthcare.

Work That Actually Matters

We're not a volume-driven system, we're accountable for outcomes. That means your work directly contributes to quality care, patient satisfaction, and meaningful improvements in how healthcare is delivered.

Build And Grow With Us

We're building more than a company, we're building careers. As we expand, you'll have opportunities to grow your skills and take on new challenges.

Strong, Transparent Compensation & Benefits

• $80,000–$90,000 base salary, based on experience and qualifications
• Generous annual performance bonus
• Mileage/travel reimbursement for local travel between the office and Greenbrook clinics
• Health, dental, and vision insurance
• Paid time off
• 401(k) with company match

We believe in fair, equitable pay that reflects your experience and impact.

Our Selection Process

Application → Initial interview → Skills/experience interview → Values interview → References

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.