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Senior Manager, Sales Enablement & AI-Driven Client StrategyOak St. Health • United States
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Senior Manager, Sales Enablement & AI-Driven Client Strategy

Oak St. Health
  • US
    United States
  • US
    United States
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About

Senior Manager, Field Activation & Communication
We're building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you'll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time. Role Overview
CVS Health is seeking a Senior Manager to join the Field Activation & Communication organization to help strengthen how we support Sales in a rapidly changing PBM environment. This role brings together sales enablement, PBM and pricing knowledge, data-driven insight creation, and practical AI application to support colleagues, customers, and business priorities. This colleague will help translate complex market, client, and operational dynamics into clear strategies, actionable tools, and high-value support for the field. The role requires strong judgment, comfort operating in ambiguity, and the ability to move work forward in a fast-paced, high-visibility environment. The ideal candidate combines PBM expertise, strategic thinking, and a builder's mindset. They are able to simplify complexity, partner effectively across teams, and apply AI in ways that improve field effectiveness and client value. They will also model the mindset of an Agile Learner by continuously seeking new knowledge, adapting to change, and applying learning quickly to improve performance and outcomes. This role is also well-suited for a colleague who Champions AI by boldly driving AI and emerging technology adoption, embracing hands-on use in day-to-day work, and contributing meaningfully to building AI literacy across PSS Sales and Account teams. Location is flexible and work from home. Key Responsibilities
Strategic Enablement & Marketplace Response
Lead initiatives that support Sales and account teams as PBM, regulatory, and marketplace dynamics evolve. Translate complex PBM topics, including pricing models, reporting structures, and analytics, into clear, actionable guidance for internal stakeholders Anticipate client and consultant priorities and adjust enablement strategies to support sales effectiveness. Help shape the future by navigating complexity and translating enterprise strategy into clear, actionable priorities for the field. AI Enablement & Innovation
Use AI tools to streamline workflows, accelerate insight generation, and improve field and client experiences. Identify, test, and scale practical AI-powered use cases across the sales enablement ecosystem. Contribute to AI agent, workflow automation, or related innovation efforts in partnership with cross-functional teams. Champion thoughtful, responsible AI adoption in ways that strengthen how the team operates. Help build AI literacy across PSS Sales and Account teams through example, experimentation, and practical application. Analytics, Data & Insight Creation
Partner with analytics and reporting teams to interpret PBM data and translate findings into strategic insights. Use data to identify trends, risks, and opportunities affecting clients, the field, and the broader business. Balance speed and rigor when making recommendations in environments where information may be incomplete. Cross-Functional Leadership
Partner with Sales, Product, Legal, Regulatory, Analytics, and Technology teams to deliver aligned outcomes. Own work from problem definition through execution with a high degree of independence. Prepare clear updates, recommendations, and talking points for senior leaders and key stakeholders. Operating in a Fast-Paced Environment
Manage multiple initiatives while maintaining quality, momentum, and credibility. Adapt quickly to changing priorities and emerging issues without losing strategic focus. Bring calm, clarity, and decisiveness under time pressure. What Success Looks Like
In this role, you will: Build credibility quickly with Sales, leadership, and cross-functional partners Drive progress with a high degree of ownership and limited direction Translate AI capabilities into practical value for the field and clients Help increase confidence and capability in AI adoption across PSS Sales and Account teams Anticipate issues early and respond with sound judgment Raise the strategic and operational effectiveness of the team Why This Role
This is a great opportunity to join a team that is shaping the future, navigating complexity, and translating enterprise strategy into clear action. The role offers visibility, growth, and the chance to build practical solutions that improve how CVS Health supports the field, serves customers, and advances innovation with purpose. Required Qualifications
7+ years experience in Sales, Consulting, Strategy, Analytics (Any other Roles that are relatable) 1+ years PBM industry knowledge, including familiarity with: PBM pricing models Data and reporting analytics Client and consultant dynamics Preferred Qualifications
Hands-on experience using AI tools in a professional setting Exposure to AI agent development, workflow automation, or applied AI experimentation Strong analytical skills and the ability to synthesize insights quickly Strong written and verbal communication skills, including executive-ready storytelling Curiosity, adaptability, and enthusiasm for innovation Demonstrated learning agility and interest in helping others build confidence with new tools and ways of working Demonstrated ability to work independently and navigate ambiguity with sound judgment Comfort operating in high-visibility environments and engaging with senior leaders Proven ability to deliver results across multiple priorities in a fast-paced setting Education
Bachelor's degree (Business, Marketing, Health Admin, Economics, Data/Analytics, or similar) or equivalent professional work experience required. Relevant certifications or coursework (e.g., analytics, data storytelling, AI tools) a plus. The typical pay range for this role is: $82,940.00 - $182,549.00 This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company's equity award program. Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong. Great benefits for great people We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families. This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility. Additional details about available benefits are provided during the application process and on Benefits Moments. We anticipate the application window for this opening will close on: 06/30/2026 Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
  • United States

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