Clover Health

Chief of Staff

• Serve as a strategic advisor and proxy for the MA CEO, supporting decision-making through rigorous analysis, first-principles thinking, and business judgment.
• Support strategic planning and annual OKR development.
• Drive execution of top Medicare Advantage priorities, ensuring alignment with growth, quality, and financial objectives.
• Partner with cross-functional leaders to align workstreams to MA business objectives spanning clinical performance, Stars, risk adjustment, operations, and growth.
• Provide regular, structured updates to the CEO on initiative progress, risks, and tradeoffs; proactively surface and remove blockers.
• Establish operating rhythms, goal tracking, and accountability mechanisms across the MA organization.
• Prepare high-quality executive materials, narratives, and presentations for internal, board and external stakeholders.
• Partner closely with the CEO’s Executive Assistant to optimize time, agenda, and information flow.
• Ensure meetings are purposeful, outcomes-driven, and followed by clear execution plans.
• Handle highly confidential and sensitive information with discretion.

Chief of Staff to CEO, Medicare Advantage

Executive Assistant

• 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.

Chief of Staff to CEO, Medicare Advantage

Senior Executive Assistant