Chief of Staff to CEO, Medicare Advantage

🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $180k - $230k / year

⏰ Full Time

🔴 Lead

👩🏽‍✈️ Chief of Staff

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Clover Health

WebsiteLinkedInAll Job Openings

501 - 1000 employees

Clover Health (Nasdaq: CLOV) is a physician enablement company focused on seniors who have historically lacked access to affordable, high-quality healthcareWe aim to provide great care, in a sustainable way, by having a business model built around improving medical outcomes while lowering avoidable costs. We do this while taking a holistic approach to understanding the health needs and social risk factors of those under our care. This strategy is underpinned by our proprietary software platform, the Clover Assistant, which is designed to aggregate patient data from across the health ecosystem to support clinical decision-making by presenting physicians and other providers with real-time, personalized recommendations at the point of care.Making care more accessible is at the heart of our business, and we believe patients should have the freedom to choose their doctors. We offer affordable Medicare Advantage plans with extensive benefits, provide primary care physicians with the Clover Assistant, and also make comprehensive home-based care available via the Clover Home Care program.With our corporate headquarters in Nashville, Clover’s workforce is distributed around the U.S. and also includes a team of world-class technologists based in Hong Kong. We manage care for Medicare Advantage members in Alabama, Arizona, Georgia, Mississippi, New Jersey, Pennsylvania, South Carolina, Tennessee, and Texas.We are hiring software engineers, data scientists, designers and product folks who can help us understand our members’ wellness and steer them clear of any health risks down the road.If you’re a passionate person and interested in changing healthcare for the better, then Clover Health may just be the place for you.

📋 Description

• Serve as Strategic Proxy: Act as the CEO's trusted proxy — not just an advisor, but someone who can represent her in high-stakes rooms and make decisions on her behalf. • Ruthlessly Prioritize: Force-rank initiatives against growth, quality, and financial objectives. Own the strategic roadmap and ensure the organization focuses on work that moves the business. • Drive Cross-Functional Execution: Orchestrate complex initiatives across clinical, operations, finance, and growth. Align leaders around clear decisions. Build accountability mechanisms that stick. • Build Operating Systems: Establish the rhythms, tracking mechanisms, and decision cadences the CEO needs to run the business effectively. • Harness AI and Emerging Technology: Identify opportunities to deploy AI-powered tools that accelerate execution, improve decision quality, and unlock operational leverage. • Prepare Executive Materials: Create high-quality narratives and presentations for the CEO, Board, and executive stakeholders. • Influence Without Authority: Build trust across the organization. Rally leaders around shared priorities. • Navigate Ambiguity: Provide clarity when the path forward is uncertain and facilitate thoughtful alignment when priorities are in conflict.

🎯 Requirements

• You have 10+ years in high-growth, fast-moving environments — startup or scale-up leadership, strategic operations, or similar high-judgment tracks where you owned outcomes, not just programs. • You're a builder and systems thinker: you create structure from ambiguity, design operating models that scale, and turn strategy into execution that sticks. • You're AI-fluent: you've deployed AI to accelerate execution and unlock leverage, and you see opportunities others miss. • You excel at rapid prioritization in ambiguous environments, move seamlessly from strategy to execution, and know when to push and when to let go. • You're exceptional at building relationships and influencing across functions without formal authority. You earn trust through clarity, quality, and velocity — not positional power. • Healthcare or Medicare Advantage experience is a plus but not required. Aptitude and willingness to learn quickly is essential. We've seen strong CoS operators come from consulting, tech, finance, and other industries.

🏖️ 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, company holidays, access to mental health resources, and a generous flexible time-off policy. • Professional Development: We are committed to developing our internal talent. 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!