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Chief of Staff to CFO

The Finance team at Clover Health is a group of strategic partners providing financial and operational insights that drive informed decision-making and efficient capital allocation. Guided by our core values of excellence, accountability, and collaboration, we provide actionable recommendations to improve health outcomes and reduce costs while ensuring financial integrity and innovation.

We are looking for a strategic and dynamic Chief of Staff to the CFO to partner closely with the CFO, Finance team, Executive Assistant to the CFO, and other Chiefs of Staff. This high-impact role will act as a trusted advisor and proxy for the CFO, driving strategic initiatives, facilitating cross-functional collaboration, and ensuring seamless execution of key priorities. As Chief of Staff, you will lead complex company-wide projects, manage senior stakeholder deadlines, and support strategic planning and decision-making. 

Ideally, you are based in the Bay Area, where the CFO is located, to accommodate in-person meetings as needed. Additionally, this role requires monthly travel to support business needs and ensure alignment across teams.

As a Chief of Staff to the CFO, you will:

  • Apply a first principles and data-driven approach to solving problems and identify opportunities, leveraging business acumen and strategic thinking to guide decision making processes.
  • Support and build cross-functional relationships with key partners across the organization, motivating teams and individuals to achieve goals while enforcing accountability.
  • Align initiatives with core business objectives, establishing and optimizing processes to drive measurable progress, growth, and value creation.
  • Provide regular status updates to the CFO on key projects and initiatives, proactively identifying and removing obstacles and adjusting priorities.
  • Ensure meetings are well-prepared, focused, and effective by proactively defining goals, roles, and expectations. Drive efficiency by facilitating high quality discussions and ensuring timely follow-ups.
  • Serve as a gatekeeper by reviewing and refining documents and presentations to ensure quality, clarity, and alignment before they reach the CFO.
  • Collaborate with the CFO’s Executive Assistant to strategically plan and optimize the CFO’s time – ensuring efficiency, impact, and value add across priorities. 
  • Create and deliver executive presentations and communication strategies for internal and external stakeholders.
  • Manage and maintain highly confidential and sensitive information.

Success in this role looks like:

  • In your first 90 days, you will:
    • Design and establish a framework to implement the Chief of Staff’s scope of responsibilities. 
    • Provide consistent, high-quality support to the CFO, including strategic planning, meeting preparation, and issue resolution.
  • After 6 months you will:
    • Have successfully completed multiple projects, demonstrating the ability to manage complex, high-impact initiatives. 
    • Have built strong cross-functional relationships with key internal and external partners.
  • Future success in this role includes:
    • Strategic Impact: Play a pivotal role in shaping and executing the company’s strategic vision; demonstrate significant contributions to the company’s growth, profitability, and market position.
    • Organizational Development: Foster a culture of continuous improvement, innovation, and excellence within the organization.

You should get in touch if:

  • You have 10+ years of experience in Chief of Staff roles, operational management, consulting, or healthcare strategy.
  • You hold a Bachelor’s degree in business, finance, or a related field. An advanced degree (MBA or Master’s) is a plus.
  • You are based in the Bay Area (preferred) and can accommodate monthly travel as part of the role.
  • You excel in project management and leading complex initiatives with measurable results.
  • You have exceptional analytical and quantitative problem-solving abilities and are familiar with business strategy, financial statements, core business metrics, and have strong research skills.
  • You are an exceptional communicator with demonstrated ability to articulate complex information effectively to various stakeholders.
  • You demonstrate high emotional intelligence and can motivate and influence others effectively.
  • You are proficient in data analysis tools (Excel, Google Suite, etc.).
  • You thrive in fast-paced environments, balancing attention to detail with strategic thinking and ethical leadership.

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 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.


#LI-Remote

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 $110,000 to $187,000. 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.


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CEO of Clover Health
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Andrew Toy
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Average salary estimate

$148500 / YEARLY (est.)
min
max
$110000K
$187000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Chief of Staff to CFO, Clover Health

Are you ready to take your career to the next level? Clover Health is on the lookout for a talented Chief of Staff to join our dynamic Finance team, where strategic partners are shaping the future of healthcare through insightful financial planning and operational excellence. In this pivotal role, you will closely collaborate with our CFO, guiding key initiatives and fostering cross-functional teamwork that directly aligns with our mission to improve health outcomes while reducing costs. Your first 90 days will see you designing frameworks that encapsulate the Chief of Staff scope, providing exceptional support, and helping to navigate complex projects and priorities. With over a decade of experience in operational management or consulting, ideally in healthcare, and a strong analytical mindset, you're the perfect fit for this high-impact position. If you thrive in a fast-paced environment and are proficient in data analysis tools, this could be your chance to make a real difference. Embrace opportunity, creativity, and accountability as you help shape Clover's strategic vision. Based in the Bay Area and ready for monthly travel? We're excited to meet you!

Frequently Asked Questions (FAQs) for Chief of Staff to CFO Role at Clover Health
What are the responsibilities of the Chief of Staff to CFO at Clover Health?

The Chief of Staff to the CFO at Clover Health plays a crucial role in driving strategic initiatives and managing complex projects. Responsibilities include supporting the CFO with strategic planning, ensuring effective team collaboration, aligning initiatives with business objectives, and providing regular status updates on key projects. This role is designed for high-impact contributions across various aspects of the Finance team.

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What qualifications are needed for the Chief of Staff to CFO position at Clover Health?

Candidates for the Chief of Staff to CFO position at Clover Health should have at least 10 years of experience in operational management, consulting, or healthcare strategy. A Bachelor’s degree in business or finance is required, and an advanced degree like an MBA is preferred. Exceptional communication skills and proficiency in project management are also essential to succeed in this position.

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How does the role of Chief of Staff to CFO enhance decision-making at Clover Health?

The Chief of Staff to the CFO enhances decision-making at Clover Health by implementing a data-driven approach to problem-solving and facilitating critical conversations among stakeholders. This position provides actionable insights and supports the CFO in aligning financial initiatives with overarching business goals, thus driving strategic impact and organizational growth.

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What is the expected career progression for the Chief of Staff to CFO at Clover Health?

The career progression for the Chief of Staff to CFO at Clover Health is robust, with opportunities to influence the company's strategic direction and contribute significantly to its growth. In your first six months, you'll lead multiple high-impact projects, build cross-functional relationships, and develop into a pivotal member of the Finance team, eventually shaping strategic initiatives.

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What are the benefits offered to the Chief of Staff to CFO at Clover Health?

Clover Health offers a competitive salary and equity opportunities, comprehensive healthcare coverage, and a commitment to mental well-being through initiatives like No-Meeting Fridays. Additionally, the organization supports professional development, remote work, flexible time-off policies, and various perks that enhance the overall employee experience, fostering a culture of innovation and inclusivity.

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Common Interview Questions for Chief of Staff to CFO
How do you prioritize multiple projects as the Chief of Staff to the CFO?

Prioritization as the Chief of Staff to the CFO requires a clear understanding of organizational goals and timelines. I typically assess project impact, deadlines, and resources available. Effective communication with stakeholders ensures that everyone's aligned on priorities, keeping the CFO focused on strategic initiatives.

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Can you provide an example of a time you supported a strategic initiative?

Certainly! In my previous role, I collaborated with cross-functional teams to implement a new budgeting process that streamlined our financial planning. By driving the initiative from inception to execution, I ensured stakeholder buy-in and fostered collaboration, ultimately leading to improved efficiency in budget allocations.

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What techniques do you use for effective communication with executives?

Effective communication with executives hinges on clarity and conciseness. I always tailor my communication style to the audience by simplifying complex information and focusing on key takeaways. Using summaries and visual aids can enhance understanding and engagement during presentations.

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How would you handle a conflict between two departments?

Handling conflicts requires listening to both parties to understand their perspectives. I would facilitate a discussion to encourage collaboration, focusing on finding common goals and solutions rather than attributing blame. It’s essential to maintain a positive environment where ideas can flow freely.

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Describe your approach to data-driven decision making.

Data-driven decision making involves thorough analysis of relevant metrics to inform strategies and initiatives. I rely on collecting and interpreting data to identify trends, opportunities, and potential challenges. Regularly reviewing performance data helps in optimizing processes and ensuring alignment with business objectives.

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What experience do you have in financial analysis related to the Chief of Staff role?

In my previous roles, I’ve been deeply involved in financial analysis, guiding decisions through detailed reporting and projections. I assess financial statements, analyze core business metrics, and leverage data analytics tools to derive insights that support strategic planning and resource allocation.

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How do you ensure alignment across various teams in large projects?

Ensuring alignment requires proactive communication and regular updates with all stakeholders. I establish clear goals and roles at the project’s outset and hold regular check-ins to address challenges, re-align priorities, and maintain momentum. Using project management tools aids in tracking progress and accountability.

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What strategies do you use for effective meeting management?

Effective meeting management begins with purposeful agendas and clearly defined objectives. I ensure meetings are structured with a strong focus on outcomes, encouraging participation from all attendees. Timely follow-ups post-meeting are critical to maintaining progress and accountability.

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Can you tell me about a project you led that had a significant impact?

Absolutely! I led an initiative to revamp our reporting processes, significantly enhancing accuracy and speed. By collaborating with IT and finance teams, we automated several data collection methods, cutting reporting time by 50%. This project allowed for quicker decision-making and more strategic focus.

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What role does emotional intelligence play in your position?

Emotional intelligence is vital in my role as it enables me to navigate interpersonal relationships and foster a collaborative environment. Understanding the emotions of others enhances communication, aids in conflict resolution, and motivates teams to achieve shared goals effectively.

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Full-time, remote
DATE POSTED
April 3, 2025

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