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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. Position Summary The Chief of Staff (CoS) to the SVP of Employer Sales is a strategic and execution partner responsible for strengthening renewal strategy, improving delivery reliability, and increasing overall leadership effectiveness across the Sales and Account Management organization. This role improves decision quality, installs a disciplined operating rhythm, and ensures early alignment between renewal strategy, pricing intent, and delivery readiness. The CoS acts as an objective filter for issues and initiatives brought to the SVP—clarifying priorities, surfacing trade-offs, and ensuring follow-through on the work that matters most. The role is both highly strategic and strongly execution-oriented, with a focus on reducing late-stage renewal risk, preventing delivery failures, and enabling the SVP and leadership team to operate with clarity and confidence.
Job Responsibility
Own enterprise-level renewal and RFP readiness across Sales and Account Management
Maintain a forward-looking portfolio view of renewal health, including retention risk, margin pressure, consultant dynamics, and delivery reliability signals
Identify systemic risks and trends across accounts and escalate early with clear options and recommendations
Ensure renewal strategies are intentional, consistent, and aligned with enterprise goals
Partner with Pricing, Finance, Operations, Product, and Account Management to ensure renewal commitments are operationally achievable
Pressure-test pricing and renewal strategies against delivery capacity and known constraints
Surface trade-offs when pricing, growth, or concession strategies introduce delivery or service risk
Own the operating cadence for the SVP and Sales Leadership Team, including agendas, pre-reads, action tracking, and decision logs
Establish dashboards and performance reviews that track renewal health, execution progress, and delivery risk
Ensure meetings drive decisions, ownership, and follow-through—not status updates
Develop concise, executive-ready decision briefs that frame options, risks, and recommendations
Track key decisions and ensure they are clearly communicated and executed across the organization
Improve consistency and discipline in how high-stakes decisions are made and implemented
Support stronger coordination between Sales and Account Management leaders within the SVP’s organization
Improve role clarity, escalation paths, and alignment around renewal ownership and execution
Surface patterns related to leadership capacity, coverage gaps, and skill needs that could impact renewals or delivery
Requirements
10+ years of experience within the PBM or health plan space with 5+ years of experience specifically in strategy, operations, consulting, sales enablement, or chief-of-staff–type roles
Proven experience leading complex, cross-functional initiatives with executive visibility
Strong execution, prioritization, and follow-through skills
High level of comfort with data, performance measurement, and trend analysis
Excellent judgment, problem-solving, and executive communication skills
Ability to influence without direct authority
Nice to have
Experience in healthcare, employer-facing sales, or account management organizations
Pharmacy benefit management or health plan experience, particularly with renewals, pricing strategy, and delivery coordination