[![Image]() Meet Jobicy Copilot — free AI autofill for job applications + remote job alerts ›](#) [All remote jobs](https://jobicy.com/jobs.md)Open role[![Clover Health logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/8d4e74b3-221.jpg)](https://jobicy.com/company/clover-health.md)Remote opportunity at[Clover Health](https://jobicy.com/company/clover-health.md) # Chief Actuary 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)Share24 Sep 2026Published59Listing views3Application actions24 Oct 2026Apply before Opportunity details ## About this role. AI SummaryClover Health is seeking a Chief Actuary to lead its enterprise actuarial organization for Medicare Advantage, covering pricing, reserving, forecasting, medical economics, Part D, Stars analytics, and bid strategy. The executive will hold responsibility for actuarial opinions, reserve adequacy, governance, and regulatory requirements while transitioning work from external partners. A major mandate is modernizing actuarial operations through AI-enabled workflows, automation, scalable analytics, and explainable model governance. The role is highly cross-functional, partnering with Finance, Clinical, Growth, Operations, Product, Data Science, and Engineering to shape capital allocation and business strategy. The ideal candidate is an FSA and Member of the American Academy of Actuaries with substantial Medicare Advantage leadership and team-building experience. ## 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 senior regulated-insurance leadership role with accountability for actuarial opinions, reserve adequacy, Medicare Advantage bidding, and enterprise financial decisions. It requires both deep technical actuarial authority and the ability to transform a function through AI and automation in a fast-moving environment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$315,000US market range$275k–$375k0$413k AI insightThe disclosed annual base-salary range is $274,000 to $356,000 USD, producing a midpoint of $315,000. This is broadly competitive for a US-based Chief Actuary with Medicare Advantage, executive leadership, regulatory-signature, and enterprise transformation responsibilities; bonus and equity may provide additional compensation but are not quantified. ## Core skills Skills and capabilities most closely associated with this opportunity. [Medicare Advantage](https://jobicy.com/jobs?search_keywords=Medicare%20Advantage.md)[Actuarial Leadership](https://jobicy.com/jobs?search_keywords=Actuarial%20Leadership.md)[Pricing Strategy](https://jobicy.com/jobs?search_keywords=Pricing%20Strategy.md)[Reserving](https://jobicy.com/jobs?search_keywords=Reserving.md)[IBNR](https://jobicy.com/jobs?search_keywords=IBNR.md)[Financial Forecasting](https://jobicy.com/jobs?search_keywords=Financial%20Forecasting.md)[Actuarial Governance](https://jobicy.com/jobs?search_keywords=Actuarial%20Governance.md)[Medical Economics](https://jobicy.com/jobs?search_keywords=Medical%20Economics.md)[AI Automation](https://jobicy.com/jobs?search_keywords=AI%20Automation.md)[Executive Communication](https://jobicy.com/jobs?search_keywords=Executive%20Communication.md) Sample interview questionsHow have you led a Medicare Advantage bid strategy while balancing growth, competitiveness, margin, and capital constraints?I establish a clear decision framework that connects benefit design, pricing assumptions, risk adjustment, utilization trends, competitive intelligence, and capital targets. I use scenario analysis to make tradeoffs explicit, align leaders on the relevant decision thresholds, and maintain documented assumptions and governance throughout the bid cycle. Describe an AI or automation initiative you implemented within an actuarial function. I begin by identifying high-volume, repeatable work with measurable quality and cycle-time constraints, such as assumption monitoring, experience studies, or reporting production. I pair automation with validation controls, human review points, documentation, and explainability standards so the solution improves productivity without weakening actuarial accountability. What is your approach to ensuring reserve adequacy and producing reliable actuarial opinions? My approach combines sound methodology, robust data controls, independent review, sensitivity testing, and transparent documentation of assumptions and uncertainty. I ensure emerging experience is monitored regularly, material deviations are escalated promptly, and conclusions are communicated clearly to executives, auditors, and regulators. How would you assess Clover's actuarial organization during your first 90 days? I would meet key stakeholders, map critical processes and decisions, assess team structure and capabilities, and review models, data lineage, controls, and external-partner dependencies. I would then prioritize a roadmap that addresses regulatory ownership, operational risks, high-value automation opportunities, and the capabilities needed for the long-term operating model. How do you communicate a complex actuarial issue to non-technical executive stakeholders? I lead with the business decision, financial exposure, and recommended action rather than methodology details. I use a concise set of scenarios, explain the principal drivers and uncertainty in plain language, and provide enough technical support for leaders to understand confidence levels and tradeoffs. The Finance team at Clover Health is a group of strategic partners providing financial and operational insights that drive informed decision-making and efficient capital allocation. Guided by our core values of excellence, accountability, and collaboration, we provide actionable recommendations to improve health outcomes and reduce costs while ensuring financial integrity and innovation. Actuarial is at the center of some of Clover’s most important decisions—from pricing and forecasting to reserving, medical economics, and long-term strategy. As Chief Actuary, you’ll lead and evolve this function during a pivotal stage of the company’s growth, helping shape how we deploy AI, automation, and advanced analytics to improve decision-making across the business. This isn’t a traditional Chief Actuary role. We’re looking for someone who can combine deep actuarial expertise with modern technology, building AI-enabled workflows that transform how actuarial work gets done while maintaining the rigor, transparency, and governance required in a highly regulated environment. You’ll partner closely with leaders across Finance, Clinical, Growth, Operations, and Product to influence company strategy while building a best-in-class actuarial organization. As a Chief Actuary, you will: * Lead Clover’s enterprise actuarial function, including pricing, forecasting, reserving, medical economics, Part D, Stars analytics, and bid strategy. * Establish the long-term vision for actuarial, modernizing the function through AI, automation, and scalable analytical infrastructure. * Build AI-enabled workflows that reduce manual effort, accelerate insight generation, and improve actuarial decision-making while ensuring explainability, governance, and regulatory compliance. * Lead the annual Medicare Advantage bid strategy and pricing process, framing tradeoffs among growth, competitiveness, margin, risk, and capital requirements to support enterprise planning and executive decision-making. * Assume responsibility for actuarial opinions, reserve adequacy, and related regulatory actuarial requirements, including transitioning responsibilities currently supported by external actuarial partners. * Guide reserving methodology, IBNR development, forecasting, and emerging experience analysis to provide timely, reliable financial insights. * Partner with Finance leadership to strengthen forecasting, planning, capital management, and enterprise performance measurement. * Collaborate with Medical Economics to identify healthcare cost trends, evaluate interventions, and develop strategies that improve member outcomes while managing medical expense. * Drive adoption of modern analytics tools and AI capabilities across the actuarial organization, helping the team operate faster, smarter, and with greater transparency. * Serve as a trusted advisor to executive leadership, translating complex actuarial concepts into clear business recommendations. * Lead, develop, and scale a high-performing actuarial organization, including organizational design, performance management, workforce capacity, and development of actuarial and analytical talent. * Build strong partnerships across Finance, Clinical, Operations, Growth, Data Science, and Engineering to ensure actuarial insights are embedded in strategic decision-making. * Establish and maintain actuarial governance, model review, documentation, control, and validation standards that support regulatory compliance, financial integrity, and sound executive decision-making. Success in this role looks like: First 90 Days * Build trusted relationships across Finance and key business partners. * Assess the current actuarial organization, tools, and operating model. * Develop a roadmap for AI adoption and workflow automation across the actuarial function. * Gain deep familiarity with Clover’s pricing, forecasting, reserving, and medical economics processes. First 6 Months * Begin implementing AI-enabled actuarial workflows that improve efficiency and insight generation. * Strengthen forecasting, reserving, and bid processes through improved automation and cross-functional collaboration. * Successfully assume ownership of additional actuarial responsibilities, including reserve oversight and governance. * Establish a clear long-term organizational vision for the actuarial function. Long Term * Build one of the industry’s most modern actuarial organizations by combining deep actuarial science with AI-enabled decision support. * Improve forecasting accuracy, operational efficiency, and enterprise decision-making through advanced analytics and automation. * Develop a highly engaged, high-performing actuarial team that is recognized as a strategic partner across the organization. You should get in touch if: * You are a Fellow of the Society of Actuaries (FSA) and a Member of the American Academy of Actuaries. * You have significant leadership experience in Medicare Advantage actuarial functions, including pricing, reserving, forecasting, and bid development. * You are an AI evangelist and have demonstrated experience deploying AI workflows across your functional areas. Moreover, you are enthusiastic about applying automation and modern tooling to fundamentally improve the actuarial function. * You have experience leading large, cross-functional initiatives that influence executive decision-making. * You are equally comfortable discussing actuarial methodology with technical experts and communicating business implications to executives and non-technical stakeholders. * You have a track record of building, mentoring, and developing high-performing actuarial teams. * You thrive in fast-moving environments where you can build, innovate, and shape the future of an organization. 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: $274,000—$356,000 USD Show more [Apply now >](https://jobicy.com/jobs/154040-chief-actuary.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. 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