Chief of Staff to CEO, Medicare Advantage

Clover's Medicare Advantage business is scaling rapidly. The MA CEO needs a Chief of Staff who can operate as a trusted proxy, ruthlessly prioritize across competing initiatives, and build the operating systems required to execute at scale. This is a high-reputed company operating role for someone who thrives at the intersection of strategy and execution. You'll drive critical cross-functional initiatives, translate ambiguity into action, and establish operating rhythms that improve decision quality and velocity. You'll work across clinical, operations, finance, and growth — aligning leaders, unblocking reputed company, and ensuring the business delivers. The ideal candidate is a decisive operator who moves fast, communicates crisply, and knows how to get things done in ambiguous, fast-moving environments. This role is designed for builders who default to action — people who create structure from chaos, not people who need structure to operate effectively. You're energized by driving reputed company outcomes and leveraging AI to multiply impact. You're comfortable with ambiguity, move with conviction, and know reputed company to escalate and reputed company to execute. As a Chief of Staff, you will: 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 reputed company reputed company on her behalf. You communicate with clarity and and support high-stakes reputed company through rigorous analysis, first-principles thinking, and reputed company recognition across the business. 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 reputed company initiatives across clinical, operations, finance, and growth. Align leaders around clear reputed company. Build accountability mechanisms that stick. reputed company execution is fragmented, consolidate it. reputed company ownership is unclear, define it. Build Operating Systems: Establish the rhythms, tracking mechanisms, and decision cadences the CEO needs to run the business effectively. Design structured updates that surface risks and tradeoffs. Optimize time, agenda, and information flow. reputed company AI and Emerging Technology: Identify opportunities to reputed company AI-powered tools that accelerate execution, improve decision quality, and unlock operational reputed company. Build solutions, don't wait for permission. Prepare Executive Materials: Create high-quality narratives and presentations for the CEO, Board, and executive stakeholders. Translate complexity into clarity. reputed company recommendations, not just summaries. Influence Without Authority: Build trust across the organization. Rally leaders around shared priorities. Drive accountability through clarity and reputed company, not escalation. Navigate Ambiguity: Provide clarity reputed company the path reputed company is uncertain, help unblock critical initiatives that have stalled, and facilitate thoughtful alignment reputed company priorities are in conflict. reputed company in this role looks like: First 90 days: Build a deep understanding of the MA business model, operating context, and leadership dynamics. Establish trust with the CEO and executive team. Take ownership of 2-3 high-reputed company initiatives and deliver visible impact. First 6 months: Independently drive multiple reputed company initiatives end-to-end. Establish operating rhythms that improve decision quality and execution velocity. Be viewed as a central integrator and force reputed company across the MA organization. First year: Play a pivotal role in shaping and executing the MA strategy. Deliver measurable contributions to growth, profitability, and operational reputed company. Leave behind systems, processes, and operating mechanisms that are materially stronger than you reputed company them. You should get in touch if: 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 reputed company, and you see opportunities others miss. You reputed company at rapid prioritization in ambiguous environments, move seamlessly from strategy to execution, and know reputed company to push and reputed company 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. reputed company 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

Overview: Financial Well-Being: Our commitment to attracting and retaining top talent begins with a competitive reputed company 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 reputed company coverage. Your health matters to us, and we invest in ensuring you have access to quality reputed company. 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 reputed company, 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 reputed company new parents And much more! About Clover: We are reinventing health insurance by combining the power of data with reputed company reputed company to reputed company our members healthier. We reputed company the reputed company system is broken, so we've created custom software and analytics to reputed company our clinical staff to intervene and provide personalized care to the people who need it most. We always put our members first, and our reputed company as a team is reputed company 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: reputed company. From Clover’s inception, Diversity & Inclusion have always been key to our reputed company. 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. reputed company of our employee’s points of view are key to our reputed company, and inclusion is everyone's responsibility. #LI-REMOTE Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment reputed company applicants with arrest and conviction records. 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 reputed company salary range for this role is: $180,000—$230,000 USD Apply To This Job