Vice President – Strategy and Chief of Staff

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The Vice President, Strategy Advancement & Chief of Staff serves as a trusted strategic advisor and partner to the President of Insurance and the Insurance Leadership Team. This role is responsible for advancing the segment's strategic agenda by leading strategic planning, enabling executive decision-making, driving organizational alignment, and ensuring effective execution of the Insurance segment's highest-priority initiatives.

The Vice President combines strategy development, business operations, governance, organizational effectiveness, and executive leadership support into a single role focused on translating business strategy into measurable results. Working across the Insurance segment and enterprise functions, this leader helps align priorities, optimize organizational performance, and accelerate execution of critical business objectives.

This role serves as a key integrator across the Insurance organization, connecting strategy, performance, people, and operations to ensure Humana remains focused on the initiatives that create the greatest value for members, providers, associates, and shareholders.

Strategic Planning and Advancement

• Partner with the President of Insurance and Insurance Leadership Team to develop, refine, and advance segment strategy.
• Lead annual and multi-year strategic planning processes.
• Translate strategic priorities into actionable plans, measurable objectives, and execution roadmaps.
• Conduct market, competitive, regulatory, and business analysis to identify opportunities and risks.
• Support strategic investment decisions and business planning activities.
• Ensure alignment between enterprise priorities, segment objectives, and functional strategies.

Strategy Execution and Performance Management

• Establish and oversee mechanisms that connect strategy to execution.
• Develop and monitor strategic objectives, key results, milestones, and performance indicators.
• Lead executive business reviews and strategic progress assessments.
• Identify execution risks, barriers, and dependencies and facilitate resolution.
• Provide visibility into strategic initiative performance and business outcomes.
• Drive accountability for execution across business and functional leaders.

Executive Advisor and Leadership Partner

• Serve as a trusted advisor and thought partner to the President of Insurance.
• Provide strategic counsel and recommendations on business priorities and opportunities.
• Prepare executive communications, business reviews, leadership updates, and board-level presentations.
• Support executive decision-making through analysis, synthesis, and business insights.
• Ensure alignment and follow-through on executive leadership decisions.

Chief of Staff and Governance Leadership

• Lead governance and operating mechanisms for the Insurance Leadership Team.
• Facilitate leadership meetings, strategic planning sessions, and executive forums.
• Drive decision tracking, accountability, and follow-up across key priorities.
• Establish governance processes that improve transparency, alignment, and execution effectiveness.
• Coordinate enterprise and segment initiatives that require executive oversight.

Organizational Effectiveness and Operating Model Leadership

• Partner with business leaders to improve organizational effectiveness and execution discipline.
• Support operating model evolution, governance design, and organizational alignment initiatives.
• Clarify decision rights, accountability structures, and leadership operating mechanisms.
• Identify opportunities to improve collaboration, simplify processes, and increase organizational agility.
• Ensure organizational structures and operating practices support strategic objectives.

Business Transformation and Change Leadership

• Lead high-priority strategic transformation initiatives on behalf of the President of Insurance.
• Partner with Human Resources, Finance, Technology, Operations, and business leaders to execute large-scale organizational and business change.
• Develop implementation plans and governance models that support successful adoption.
• Monitor progress, organizational readiness, and business impact.
• Drive sustainable change that improves business performance and organizational capability.

Stakeholder Management and Cross-Functional Leadership

• Build strong relationships across the Insurance organization and enterprise functions.
• Influence and align senior leaders around key strategic priorities.
• Serve as a connector across teams to improve collaboration and execution.
• Foster a culture of accountability, partnership, and continuous improvement.

Use Your Skills to Make an Impact

Required Qualifications

• Bachelor's degree.
• 10+ years of progressive leadership experience in strategy, business operations, consulting, healthcare, finance, or a related discipline.
• Experience leading enterprise-wide or business-critical strategic initiatives.
• Demonstrated success influencing executive leadership teams and driving organizational alignment.
• Experience facilitating strategic planning, governance processes, business reviews, and performance management.
• Strong financial, analytical, and problem-solving capabilities.
• Exceptional written, verbal, and executive communication skills.
• Proven ability to lead and influence in highly matrixed organizations.
• Strong executive presence, judgment, and relationship management skills.

Preferred Qualifications

• Master's degree (MBA, MHA, MPH, or related field).
• Health plan, Medicare Advantage, Medicaid, or broader healthcare industry experience.
• Management consulting experience with a leading strategy consulting firm.
• Experience supporting a business president, COO, CEO, or senior executive leadership team.
• Experience leading enterprise transformation, operating model redesign, or organizational effectiveness initiatives.
• Understanding of healthcare economics, insurance operations, provider strategy, clinical operations, and business performance management.
• Experience building strategic planning, governance, and execution management capabilities within large organizations.

Key Competencies

• Strategic Thinking
• Business Acumen
• Organizational Agility
• Executive Presence
• Influence and Relationship Building
• Change Leadership
• Performance Management
• Decision Quality
• Operational Excellence
• Cross-Functional Collaboration

Success Measures

Success in this role will be demonstrated through:

• Effective advancement and execution of Insurance strategic priorities.
• Improved alignment, focus, and decision-making across the Insurance Leadership Team.
• Strong strategic planning and business performance management processes.
• Increased organizational effectiveness, execution speed, and accountability.
• Successful delivery of cross-functional strategic initiatives and transformation efforts.
• High-quality counsel and support to the President of Insurance.
• Strong governance processes that drive clarity, alignment, and measurable business results.

Why This Role Matters

The VP, Strategy Advancement & Chief of Staff plays a critical role in helping Humana Insurance translate business strategy into results. This leader serves as both strategist and operator, ensuring the organization is aligned around the right priorities, making high-quality decisions, and executing with speed, discipline, and accountability. Through strategic leadership, operational rigor, and strong partnership, this role helps accelerate performance and position the Insurance segment for long-term success.

Use your skills to make an impact
 

*Preferred locations for this position include Louisville, Nashville, Chicago, Boston, Washington DC, or New York City.

Scheduled Weekly Hours

40

About us
 

About Humana: Humana Inc. (NYSE: HUM) is a leading U.S. healthcare company. Through our Humana insurance services and our CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health – delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare and Medicaid, families, individuals, military service personnel, and communities at large. Learn more about what we offer at Humana.com and at CenterWell.com.

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Equal Opportunity Employer

It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.