Director, Strategic Finance (Medicare Advantage)

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While you will sit within our centralized Finance organization, you will be deeply embedded in the Medicare Advantage (MA) leadership team. As a Director, Strategic Finance (Medicare Advantage), you will: Define, Measure, and Optimize Unit Economics: Partner with Actuarial, Growth, and Ops teams to develop a nuanced understanding of unit economics.

Benefits Overview : Financial Well-Being : Our commitment to attracting and retaining top talent begins with a competitive base salary and equity opportunities. Additionally, we embrace a remote-first culture that supports collaboration and flexibility, allowing our team members to thrive from any location.

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!

We are seeking a strategic, operationally-focused Director, Strategic Finance (Medicare Advantage) to serve as the primary financial architect for our core insurance business. This is a newly created, high-impact role designed for a leader who excels at the intersection of financial analysis, operational efficiency, and long-term value creation.

We are looking for a “high-agency” leader who can move beyond simple reporting to actively influence growth levers and unit economics. You will define and track multi-year cohort and plan-level views, while most importantly, working to optimize unit costs and growth levers.

Lead Planning and Forecasting: Partner with leadership, actuarial and operations to develop annual plans and quarterly forecasts. Drive the Business “Rhythm”: Partner with leadership to review core reporting and initiative progress consistently.

You will leverage the monthly close process to ensure alignment with the budget and maintain rigorous scrutiny of ROI for all operational activities. Most importantly, you will ensure insights lead to action. Evaluate Strategic Projects: Assess the value of high-stakes programs.

Once capital is allocated, you will track these initiatives to ensure they deliver the projected value. Success in this role looks like: In the first 90 days: You have established financial clarity by owning the MA financial model and reporting cadence, providing leadership with a trusted view of performance, cost drivers, and unit economics.

In the first 6 months: You have raised the bar on discipline- cost center owners are actively managing spend against plan, and you have become the go-to partner for sophisticated initiative modeling and ROI tracking.

In the future: You have built a durable, scalable financial operating model where insights consistently inform investment decisions, enabling the MA business to grow efficiently and achieve sustainable national scale.

You should get in touch if: Financial Expertise: You have 10+ years of progressive finance leadership experience, specifically within healthcare, payer, or insurance environments. Industry Knowledge: You possess deep experience with Medicare Advantage.

Strategic Thinking: You can connect complex actuarial data to operational outcomes and have a background in optimizing unit economics and capital allocation. Executive Presence: You have a proven track record as a trusted advisor to senior leadership, able to influence strategy through data-driven storytelling and rigorous financial discipline.

Intellectual Agility: You thrive in evolving business models and have the ability to build scalable planning and governance frameworks from scratch. 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.

Professional Development : Developing internal talent is a priority for Clover. We offer learning programs, mentorship, professional development funding, and regular performance feedback and reviews.

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.

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

A reasonable estimate of the base salary range for this role is: $150,000—$225,000 USD

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