VP Office of the CEO

GuideWell • Jacksonville, FL

1d

About The Position

This Vice President role sits inside the Office of the CEO (OCEO) as a senior individual contributor charged with leading the most complex special projects and enterprise initiatives prioritized by the CEO. The position exists to expand the analytic horsepower and execution capacity of the OCEO on issues that span business units, time horizons, and disciplines — particularly those that shape the company's future portfolio, delivery model, and innovation trajectory. The role is purposefully structured as an individual contributor to maximize agility, depth of focus, and direct CEO-facing impact, while drawing on the broader OCEO platform — strategy, innovation, behavioral science, planning, transformation, the AI Factory, the Foundation, OCEO administration, and Board relations — led by the Chief of Staff. The Vice President assumes responsibility for a rolling portfolio of the highest stakes, most analytically complex initiatives in the enterprise, as prioritized by the CEO and Chief of Staff.

Requirements

• Bachelor’s degree in related field or additional related work experience.
• 10+ years of related experience to include a deep understanding of the healthcare industry.
• Senior roles in healthcare delivery organizations, payers, or integrated systems.
• Exceptional analytical horsepower — able to structure ambiguous problems, build and interrogate models, and reach defensible conclusions under uncertainty.
• Deep proficiency in healthcare delivery — provider operations, care models, clinical workflows, quality, and access.
• Strong command of healthcare economics — payment models, unit economics, risk arrangements, capital allocation, and value creation in healthcare.
• Sophisticated understanding of healthcare policy — federal and state regulatory environment, payer dynamics, and the policy levers that shape industry structure.
• Track record in de novo innovation — designing, launching, or scaling new businesses, delivery models, or products from concept to early operation.
• Fluency in technology-based enablement and innovation — including AI, data, and digital approaches and how they reshape healthcare delivery and economics.
• Executive presence and communication — able to author and deliver materials suitable for the CEO, ELT, and Board.
• Discretion, judgment, and integrity — comfortable holding confidential information and operating in politically sensitive contexts.
• Ability to lead through influence rather than authority — convening, aligning, and mobilizing senior leaders without owning their teams.

Nice To Haves

• Advanced degree in a relevant field (e.g., business, economics, public health, medicine, policy)
• Top-tier strategy consulting, investment, or corporate development experience focused on healthcare.
• Hands-on experience launching new ventures, businesses, or delivery models inside larger enterprises.
• Experience working directly with or inside an Office of the CEO, Chief of Staff function, or comparable senior executive setting.

Responsibilities

• Translate ambiguous CEO-level questions into structured analyses, decision frameworks, and recommendations.
• Synthesize insight across healthcare delivery, healthcare economics, healthcare policy, and technology to inform enterprise direction.
• Stress-test strategies, business cases, and investment theses originated elsewhere in the enterprise, providing an independent OCEO perspective.
• Maintain a forward-looking view of market, regulatory, payment, and technology shifts that could create opportunity or risk for the enterprise.
• Lead early-stage opportunity identification and shaping for new ventures, partnerships, and acquisitions.
• Develop investment theses, term-level economic models, and risk/return framings in partnership with Corporate Development, Strategy, and Finance.
• Coordinate diligence workstreams on priority opportunities and synthesize findings into CEO- and Board-ready materials.
• Frame integration, value-capture, and operating-model implications for inorganic moves before formal transition to business owners.
• Architect and prototype new models of healthcare delivery that integrate clinical, economic, technological, and behavioral levers.
• Partner with the Innovation, AI Factory, and Behavioral Science functions to translate early ideas into testable concepts and pilots.
• Define success metrics, learning agendas, and stage-gates for early-stage initiatives, ensuring disciplined progression or sunset decisions.
• Bridge incubated work into operational ownership when initiatives reach scale.
• Identify where technology — including AI, data, and digital enablement — can fundamentally reshape delivery, economics, or experience.
• Coordinate closely with the AI Factory and Transformation functions on enterprise-priority initiatives where technology is a primary lever.
• Maintain an informed perspective on emerging technology, regulatory developments, and competitive moves relevant to healthcare.
• Lead confidential, high-priority projects on behalf of the CEO that do not naturally sit in a single business or function.
• Convene the right internal and external talent to advance each initiative without standing up permanent structure.
• Manage discrete OCEO budget allocations to commission analyses, engage advisors, and accelerate priority work.
• Prepare CEO-, ELT-, and Board-level materials that distill complex issues into clear, defensible recommendations.
• Peer support to leadership — serving as a trusted thought partner and peer support leader to members of the Executive Leadership Team (ELT) and Senior Leadership Team (SLT) on issues that cross their portfolios.
• Help leaders pressure-test strategies, navigate inter-dependencies, and access OCEO resources to advance their priorities.
• Reinforce alignment between business-unit execution and enterprise direction without taking over operational accountability.

Benefits

• Medical, dental, vision, life and global travel health insurance
• Income protection benefits: life insurance, short- and long-term disability programs
• Leave programs to support personal circumstances
• Retirement Savings Plan including employer match
• Paid time off, volunteer time off, 10 holidays and 2 well-being days
• Additional voluntary benefits available
• A comprehensive wellness program

What This Job Offers

• Job Type: Full-time
• Career Level: Executive