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Senior Manager, Sales Enablement & AI-Driven Client Strategy

Remote / Online - Candidates ideally in
Springfield, Sangamon County, Illinois, 62777, USA
Listing for: CVSHealth
Remote/Work from Home position
Listed on 2026-05-31
Job specializations:
  • IT/Tech
    Business Systems/ Tech Analyst, AI Engineer
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

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
  • 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…
Position Requirements
10+ Years work experience
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