Senior Executive Assistant

Clover Health•San Francisco, CA

22d•$117,000 - $140,000•Remote

About The Position

At Counterpart Health, we are transforming healthcare and improving patient care with our innovative primary care tool, Counterpart Assistant. By supporting Primary Care Physicians (PCPs), we are able to deliver improved outcomes to our patients at a lower cost through early diagnosis and longitudinal care management of chronic conditions. The Executive Support team is essential to improving the overall efficiency and productivity of our leadership team. The team is empowered to gather business context, understand the unique priorities of their supported executives, and implement systems to improve their overall effectiveness. As a Senior Executive Assistant at Counterpart Health, you will play a pivotal role in enhancing the effectiveness and productivity of our leadership team. This role involves a mix of executive support, project coordination, and strategic partnership. You’ll be a trusted partner to executives, managing complex calendars across time zones, driving meeting strategy and cadence, and ensuring operational excellence through proactive organization and thoughtful problem-solving. Your work will enable our leaders to focus on what matters most—advancing our mission to improve patient care and outcomes through Counterpart Assistant. This role requires exceptional judgment, confidentiality, adaptability, and a deep understanding of how to streamline executive operations in a fast-paced, high-growth healthcare environment. As a Senior Executive Assistant, you will: Be accountable for the calendar of the designated executive(s) and leader(s); schedule large volumes of internal and external meetings across various time zones. Maintain a thorough understanding of Clover and Counterpart's business goals and the priorities/challenges of the leadership team; leverage business context to drive strategy around meeting cadences, formats and information flow for the leadership team. Build and enforce structure into calendars; proactively monitor to ensure there are no conflicts and overall adherence to established scheduling standards; create and review agendas prior to meetings. Hold executive accountable for deliverables; exercise sound judgment to balance internal and external priorities, and push back when necessary to ensure leaders are operating efficiently and focused on what matters most. Provide end-to-end support to designated executive, relieving them of administrative details, projects, and workflows so they can concentrate on high-impact work. Identify opportunities to streamline and improve executive operations; proactively implement structural and organizational improvements that enhance team efficiency. Coordinate international and domestic travel arrangements, mitigating inconveniences and taking into account preferences and comfort, and be available to triage any issues as they arise. Greet guests and ensure onsite and virtual meetings flow smoothly (e.g. ordering lunch, printing materials, managing virtual logistics). Manage and oversee special projects from the leadership team within the executive support team as necessary, maintaining a bias toward action and measurable outcomes. Take on various activities, such as agenda and material prep, meeting minutes and distribution, etc. Success in this Role Looks Like: In the first 90 days: You understand Counterpart Health’s mission, priorities, and how leaders operate and their preferences. You’ve built trust with key leaders and consistently exercise sound judgment. Executive calendars, meetings, and priorities are structured and running smoothly. You proactively identify inefficiencies and propose improvements. In the first 6 months: You’re a trusted partner who brings clarity, organization, and accountability to the leadership team. You’ve implemented process or communication improvements that save time and reduce friction. You consistently balance internal priorities and external commitments with sound judgment. Meeting preparation and follow-through are seamless and reliable. In the future: You’re seen as a strategic enabler, anticipating needs and improving how the organization operates. Systems you’ve built continue to drive executive and team efficiency as the company scales. You model a proactive, customer-centric, and action-oriented approach to every challenge.

Requirements

You have 5+ years of experience supporting Executives; experience supporting tech leaders is preferred.
You are diligent and strategic, knowing when to push back and how to stay organized to achieve maximum productivity.
You have strong interpersonal skills; professional demeanor and discretion is a must.
You have excellent written and verbal communication.
You have solid time management and organizational skills; you are an expert in administrative practices and procedures.
You are tech savvy and have previous experience with Google Apps and Gmail for calendaring.
You live in the San Francisco Bay area

Responsibilities

Be accountable for the calendar of the designated executive(s) and leader(s); schedule large volumes of internal and external meetings across various time zones.
Maintain a thorough understanding of Clover and Counterpart's business goals and the priorities/challenges of the leadership team; leverage business context to drive strategy around meeting cadences, formats and information flow for the leadership team.
Build and enforce structure into calendars; proactively monitor to ensure there are no conflicts and overall adherence to established scheduling standards; create and review agendas prior to meetings.
Hold executive accountable for deliverables; exercise sound judgment to balance internal and external priorities, and push back when necessary to ensure leaders are operating efficiently and focused on what matters most.
Provide end-to-end support to designated executive, relieving them of administrative details, projects, and workflows so they can concentrate on high-impact work.
Identify opportunities to streamline and improve executive operations; proactively implement structural and organizational improvements that enhance team efficiency.
Coordinate international and domestic travel arrangements, mitigating inconveniences and taking into account preferences and comfort, and be available to triage any issues as they arise.
Greet guests and ensure onsite and virtual meetings flow smoothly (e.g. ordering lunch, printing materials, managing virtual logistics).
Manage and oversee special projects from the leadership team within the executive support team as necessary, maintaining a bias toward action and measurable outcomes.
Take on various activities, such as agenda and material prep, meeting minutes and distribution, etc.

Benefits

Financial Well-Being : Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we offer a performance-based bonus program, 401k matching, and regular compensation reviews to recognize and reward exceptional contributions.
Physical Well-Being : We prioritize the health and well-being of our employees and their families by providing comprehensive medical, dental, and vision coverage. Your health matters to us, and we invest in ensuring you have access to quality healthcare.
Mental Well-Being : We understand the importance of mental health in fostering productivity and maintaining work-life balance. To support this, we offer initiatives such as No-Meeting Fridays, monthly company holidays, access to mental health resources, and a generous flexible time-off policy. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location.
Professional Development : Developing internal talent is a priority for Clover. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews.
Employee Stock Purchase Plan (ESPP) offering discounted equity opportunities
Reimbursement for office setup expenses
Monthly cell phone & internet stipend
Remote-first culture, enabling collaboration with global teams
Paid parental leave for all new parents
And much more!