[All remote jobs](https://jobicy.com/jobs.md)[![Clover Health logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/8d4e74b3-221.jpg)](https://jobicy.com/company/clover-health.md)[Clover Health](https://jobicy.com/company/clover-health.md) # Chairman Programs Lead Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/clover-health.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 160k–190k / yrDepartment[Project & Program Management](https://jobicy.com/categories/project-management.md)EmploymentFull TimeExperienceDirectorPublished14 Oct 2026Apply before13 Nov 2026Listing views37Application actions1Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. The Chairman Programs Lead is a high-autonomy strategic program leadership role within Clover Health's Office of the Chairman. The hire will turn ambiguous executive priorities into structured workstreams, lead cross-functional initiatives, and build durable operating mechanisms. Responsibilities span program architecture, stakeholder alignment, pilot design, external-partner coordination, and outcome ownership. The role targets candidates with consulting, business operations, internal strategy, or Chief of Staff experience who can influence without formal authority. Success is measured through completed strategic initiatives, improved operating efficiency, and measurable growth or operational leverage. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a highly demanding executive-facing role requiring the candidate to independently structure unclear problems and deliver complex initiatives across organizational boundaries. Success depends on exceptional judgment, strategic rigor, execution discipline, and influence without positional authority. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Market rate$175,000US market range (per year)$150k–$210k0$231.00k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a base salary range of $160,000–$190,000 USD. Although the posting does not explicitly state a cadence, the range is inferred to be annual based on the U.S.-based, full-time senior strategic program leadership context. The midpoint is $175,000 per year; an estimated U.S. market range for comparable strategic program and executive-operations roles is $150,000–$210,000 annually. ## Core skills Skills and capabilities most closely associated with this opportunity. [Strategic program management](https://jobicy.com/jobs?search_keywords=Strategic%20program%20management.md)[Cross-functional leadership](https://jobicy.com/jobs?search_keywords=Cross-functional%20leadership.md)[Business operations](https://jobicy.com/jobs?search_keywords=Business%20operations.md)[Executive stakeholder management](https://jobicy.com/jobs?search_keywords=Executive%20stakeholder%20management.md)[Strategic planning](https://jobicy.com/jobs?search_keywords=Strategic%20planning.md)[Problem structuring](https://jobicy.com/jobs?search_keywords=Problem%20structuring.md)[Operational excellence](https://jobicy.com/jobs?search_keywords=Operational%20excellence.md)[Systems design](https://jobicy.com/jobs?search_keywords=Systems%20design.md)[Change management](https://jobicy.com/jobs?search_keywords=Change%20management.md)[Project governance](https://jobicy.com/jobs?search_keywords=Project%20governance.md)[Risk management](https://jobicy.com/jobs?search_keywords=Risk%20management.md)[Vendor management](https://jobicy.com/jobs?search_keywords=Vendor%20management.md)[Hypothesis testing](https://jobicy.com/jobs?search_keywords=Hypothesis%20testing.md)[Executive communication](https://jobicy.com/jobs?search_keywords=Executive%20communication.md) Sample interview questionsDescribe a time you took an ambiguous executive priority and converted it into an actionable program.I would explain how I clarified the desired outcome, identified the critical decisions and dependencies, created a workstream structure with named owners, and established a milestone cadence. I would quantify the resulting business impact and describe how I kept leadership informed without creating unnecessary reporting overhead. How do you drive accountability across teams when you do not have direct authority? I create alignment around an explicit shared outcome, decision rights, milestones, and measurable commitments. I use concise written communication, regular operating reviews, and transparent dependency tracking to surface risks early, while building trust through preparation and follow-through rather than escalation. How would you prioritize several high-value initiatives requested by the Chairman? I would assess each initiative against strategic impact, urgency, reversibility, resource requirements, dependency risk, and confidence in the underlying hypothesis. I would then present a clear recommendation, including tradeoffs and sequencing, so the Chairman can make an informed decision quickly. Tell us about a complex cross-functional initiative that encountered resistance or misalignment. I would describe identifying the root cause of the disagreement, separating facts from assumptions, and convening the right decision-makers around a structured set of options. I would emphasize how I documented decisions, reset ownership, and used measurable milestones to restore momentum. What operating mechanisms would you establish in your first 90 days? I would build a strategic initiative portfolio with clear objectives, owners, milestones, dependencies, decisions, and risk indicators. I would pair it with a lightweight executive review rhythm and standard program templates so teams can coordinate consistently while preserving speed and autonomy. Opportunity details ## About this role. ### Own the white space. Operate with autonomy. Drive the programs that move the company. 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. #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](https://e-verify.uscis.gov/esp/media/resourcesContents/E-Verify_Participation_Poster.pdf) 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: $160,000—$190,000 USD Show more [Apply now >](https://jobicy.com/jobs/155328-chairman-programs-lead.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content. Next step ## Apply now. Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information. Keep exploring ## Related remote jobs. * ![Clover Health logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/8d4e74b3-221.jpg) Clover Health Oct 14 New ### [Director, Enterprise Portfolio Management](https://jobicy.com/jobs/155334-director-enterprise-portfolio-management.md) Clover Health’s People Operations team is the strategic force behind our human capital management. 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