Senior Executive Assistant to the CFO

At Clover Health, we are dedicated to improving the lives of seniors through high-quality, data-driven physician enablement technology. Initially scaled within our own Medicare Advantage provider network, we have built an innovative technology platform, designed to put actionable clinical insights into the hands of physicians at the point of care. The Executive Support role is designed for a high-autonomy individual contributor who plays a critical part in enabling the CFO and Finance leadership team to operate at scale. The role is empowered to gather business context, understand the unique priorities of their executives, and implement systems to improve their overall effectiveness. We're seeking an experienced Senior Executive Assistant to support our CFO. Reporting to the Chief of Staff to the CFO, 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. 

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. You should have excellent communication skills for engaging with internal and external stakeholders, including investors, board members, and shareholders, and have a deep understanding of finance operations and public company requirements. The EA to the CFO partners closely with the Chief of Staff. While the CoS owns the strategic planning, cross-functional alignment, and leadership decision cadence, the EA ensures the operational and time systems are fully optimized to support execution. The two roles collaborate regularly on meeting design, information flow, and executive logistics.

This is a fully remote position, based in the Pacific Timezone, where you'll work across multiple time zones to support our Finance leadership team. 

As a Senior Executive Assistant, you will:

• Calendar & Time Management
  • Manage the CFO's complex calendar, strategically prioritizing and protecting time for highest-value activities in partnership with the CoS to the CFO.
  • Schedule and coordinate a high volume of internal and external meetings across various time zones while ensuring alignment with organizational priorities in partnership with the CoS to the CFO. 
  • Maintain a thorough understanding of Clover’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.
  • Prepare meeting agendas, briefing materials, and background information in partnership with the CoS to the CFO and other key stakeholders.
  • Help coordinate monthly and quarterly close and Earnings processes by managing meeting schedules, tracking deliverables, and ensuring key stakeholders are aligned.
  • Plan logistics for events and rhythm of business activities including - external meetings, conferences, Finance leadership meetings, and Finance related offsites.
• Communication & Correspondence
  • Maintain an efficient flow of information between all levels including internal and external contacts on a wide spectrum of plans and priorities.
  • Communicate effectively with board members, investors, C-suite executives, and Finance team members.
  • Coordinate with other Executive Assistants across Clover with a focus on finding solutions and removing barriers. Build strong cross-functional relationships across the organization.
  • Handle sensitive and confidential information with absolute discretion.
• Travel & Logistics
  • Arrange complex domestic and international travel (flights, hotels, ground transportation) and create detailed end-to-end itineraries with contact information and logistics.
  • Process and submit expense reports as well as monitor reimbursements in a timely manner.
• Operational & Administrative Excellence
  • Provide end-to-end admin support by relieving the CFO and CoS to the CFO of administrative tasks, manage workflows, and streamline processes.
  • 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.
  • Contribute to shared EA practices and maintain coordination across the EA team to ensure aligned leadership workflows, shared trackers, and consistent exec operating rhythms.
  • Process invoices, expenses, and vendor coordination.
  • Provide administrative and logistical support on special projects, with a focus on driving process, follow-through, and communication consistency, as directed by the CoS or CFO.

Success in this role looks like:

• In the first 90 days:
  • You understand Clover 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.

You should get in touch if:

• You live in the Pacific Time Zone, preferably in SF Bay Area, California. Must be able to work flexible hours to support business meetings across time zones and travel 20-30%. 
• You have 5+ years as an executive assistant supporting C-suite executives, preferably a CFO or finance leader.
• You have experience at a quickly-scaling or large company, ideally in technology or public company environments.
• You have a successful history of managing the calendars, expenses, and travel of senior executives with the ability to think strategically about time allocation. 
• You enjoy predicting, prioritizing, and assisting an executive's workload and supporting the team to be more efficient and effective. 
• You are proactive and able to deal with ambiguity, prioritize own work and resources, and juggle multiple tasks with a high degree of accuracy.
• You have excellent written and verbal communication and are able to work autonomously with internal and external partners.
• You are tech savvy with a high proficiency with Google Workspace (Gmail, Calendar, Docs, Sheets), Slack, Zoom, Expensify and experience working remotely and effectively across multiple time zones.

Benefits Overview:  

• 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.

Additional Perks:

• 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!

About Clover: We are reinventing health insurance by combining the power of data with human empathy to keep our members healthier. We believe the healthcare system is broken, so we've created custom software and analytics to empower our clinical staff to intervene and provide personalized care to the people who need it most.

We always put our members first, and our success as a team is measured by the quality of life of the people we serve. Those who work at Clover are passionate and mission-driven individuals with diverse areas of expertise, working together to solve the most complicated problem in the world: healthcare.

From Clover’s inception, Diversity & Inclusion have always been key to our success. We are an Equal Opportunity Employer and our employees are people with different strengths, experiences, perspectives, opinions, and backgrounds, who share a passion for improving people's lives. Diversity not only includes race and gender identity, but also age, disability status, veteran status, sexual orientation, religion and many other parts of one’s identity. All of our employee’s points of view are key to our success, and inclusion is everyone's responsibility.

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Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. We are an E-Verify company.

A reasonable estimate of the base salary range for this role is $100,000 to $140,000. Final pay is based on several factors including but not limited to internal equity, market data, and the applicant’s education, work experience, certifications, etc.