Chairman Programs Lead

We’re hiring a high-agency operator into the Office of the Chairman to drive Clover’s most important cross-functional initiatives from ambiguity to execution and results.

This is a rare role designed for someone who thrives at the intersection of strategy, systems design, and executional rigor. You’ll operate as a force-multiplier to the Chairman and executive team: orchestrating execution across organizational boundaries, defining innovative pilots, testing hypotheses, structuring problems that don’t yet have owners, and driving initiatives that directly shape Clover’s growth and operational leverage.

As a Chairman Programs Lead, you will:

• Architect Strategic Programs: Translate high-level goals into MECE workstreams with clear interfaces, owners, and timelines.
• Drive Execution with Chairman-Standard Rigor: Own initiatives from kickoff through outcomes. Set the pace. Maintain altitude and detail without losing either.
• Align Stakeholders Across Levels and Functions: Influence without authority. Drive accountability through clarity, not escalation.
• Translate Ambiguity Into Action: When no playbook exists, build one. When priorities are unclear, force rank them. When coordination breaks down, rebuild the system.
• Collaborate Across Boundaries: Manage projects that touch internal teams and external partners — vendors, regulators, and strategic collaborators. Align internal readiness to external dependencies.

Success in this role looks like:

• First 90 days: Quickly grasp Clover's business model, establish key relationships, identify 2-3 high-priority initiatives, and implement a structured framework for tracking strategic projects.
• First 6 months: Successfully drive multiple cross-functional initiatives to completion, develop systems improving operational efficiency, and establish yourself as a trusted Chairman advisor on strategic priorities.
• First year: Create scalable coordination mechanisms that improve execution across teams, resolve strategic misalignments, and deliver measurable business impact on growth and operational leverage.

You should get in touch if:

• You’ve had 3–10 years of experience at a top-tier consulting firm (e.g., McKinsey, Bain, BCG), in BizOps at a tech company, or in a high-trust internal strategy/Chief of Staff-type role. 
• You think in structured logic, write with precision, and speak in synthesized insights.
• You’re not a deck-maker. You’re a system builder who wants to see the impact of your thinking play out in operations.
• You’ve driven complex, multi-org initiatives to the finish line — not just advised on them.
• You’re energized by ambiguity, allergic to bureaucracy, and motivated by direct proximity to decision-making and value creation.
• You don’t need positional authority to lead. You earn trust and create alignment through clarity, quality, and velocity.

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.