Full-Time

Director of Product Management

Medicare Enrollment

Posted on 9/30/2025

Deadline 10/31/25
CVS Health

CVS Health

10,001+ employees

Healthcare, insurance, PBM, and retail pharmacy

Compensation Overview

$144.2k - $288.4k/yr

+ Bonus + Commission + Equity

Company Historically Provides H1B Sponsorship

Remote in USA + 6 more

More locations: Pennsylvania, USA | Florida, USA | Georgia, USA | Colorado, USA | Hartford, CT, USA | Illinois, USA

Hybrid

Category
Product (2)
,
Requirements
  • 10+ years experience in technology product management
  • 3+ years of insurance enrollment & billing administration experience.
  • 5+ years required experience in software product management, with demonstrated success shipping software through multiple releases managing the entire lifecycle from discovery to launch in an agile environment.
  • 3+ years of experience with back-end applications and/or APIs .
  • 3+ years of experience coaching, mentoring or leading a team.
  • Able to support east coast business hours.
  • Bachelor’s degree or equivalent work experience
Responsibilities
  • Defines and socializes the product vision, strategy and roadmap in collaboration with the 5-in-the-box team; assesses and refines as needed.
  • Partners with business general manager and stakeholders to make decisions on investment priorities and develop business cases.
  • Translates customer and business and technology? needs into short-term and long-term product strategy by creating Epics/initiatives defined to meet targeted outcomes.
  • Connects the roadmap to specific value drivers that contribute to business priorities, objectives and key results, and strategic programs.
  • Responsible for aligning roadmaps, backlogs, capacity, timelines, and commitments across the respective product areas needed to deliver.
  • Defines product objectives and key results (OKRs), aligned with business objectives, to evaluate progress towards outcomes.
  • Sets the direction for discovery work, ensuring that the product team is focused on continuous exploration.
  • Defines features (with input from other Product Management colleagues and functions), identifies dependencies, and works with teams to size ahead of future quarters.
  • Facilitates product-level ceremonies & meetings, including quarterly PI planning activities (when applicable), in partnership with the product leadership team.
  • Uses performance data to identify issues quickly, and develop new insights and hypotheses about product health, technical health, and customer feedback.
  • Tracks product objectives and key results (OKRs), aligned with business objectives, to understand progress towards outcomes and metrics, socializes progress, and consistently reinforces objectives and alignment with broader product portfolio outcomes.
  • Coordinates product launches, including beta testing, user feedback collection, and product documentation.
  • Ensures that incremental learnings from product discovery & delivery are prioritized in the backlog.
  • Facilitates the 5-in-the-box cross-functional product leadership team, including strong partnership with Business General Manager (GM).
  • Ensures business strategies and targeted outcomes are well understood and socialized to product teams.
  • Understands market and customer needs through partnership with business & customer insight teams.
  • Showcases the product teams’ delivery and final output to stakeholders.
  • Understands the hiring market to identify successful candidates with the unique blend of personality and skillset matches.
  • Champions strong product management and agile mindsets and values by actively communicating team wins and opportunities.
  • Establishes high performing teams by growing and coaching product management colleagues (Product Managers, Product Leads, Product Owners, etc.) and defining team norms on how teams working on this product operate.
  • Responsible for promoting and setting a customer-centric culture where all teams understand the current performance of the product, opportunities areas and the north star vision, and are monitoring and proactively reacting to key product health metrics and communicating updates.
Desired Qualifications
  • Scaled Agile Framework (SAFe) experience.
  • Vendor management experience.
  • Ability to drive cross functional teams to alignment in the midst of ambiguity
  • Strong negotiation, organizational, management, analytical and people skills
  • Familiarity with agile/collaboration tools like Rally, Jira, SharePoint, Confluence, Adobe Analytics, Figma . Able to create data and dashboard reports.
  • General understanding of core programming and computer science concepts, including Cloud and AI/ML.
  • Advanced oral and written communication skills, influencing stakeholders across levels.

CVS Health operates as a diversified health services company in the United States, organized into Health Care Benefits, Pharmacy & Consumer Wellness, and Health Services. Its offerings include medical insurance products, retail and mail-order prescription drugs, and pharmacy benefit management (PBM) services, all connected through its integrated platform. By combining insurance, retail pharmacy, PBM, and health solutions, CVS Health coordinates care and controls costs across touchpoints for individuals, employers, and government programs. The company aims to lower health care costs while improving access and health outcomes for customers.

Company Size

10,001+

Company Stage

IPO

Headquarters

Woonsocket, Rhode Island

Founded

1963

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Simplify's Take

What believers are saying

  • AI call-center automation can reduce service costs and speed resolutions.
  • Biosimilar formulary shifts should improve specialty-drug economics from July 2026.
  • Improving medical-cost forecasting is lifting Aetna margins and guidance.

What critics are saying

  • UnitedHealth's integrated model intensifies pricing pressure on Aetna and Caremark.
  • Medicare Advantage cost inflation can quickly erase recent margin recovery.
  • PBM regulation threatens spread pricing, rebates, and formulary leverage.

What makes CVS Health unique

  • CVS combines Aetna insurance, Caremark PBM, and retail pharmacies.
  • Its 100 million-plus engagement base supports cross-business care coordination.
  • Technology partnerships deepen personalization across pharmacy and health-plan workflows.

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Company News

PR Newswire
Mar 30th, 2026
CVS opens first pharmacy-only location in Chicago, plans nearly 20 this year

CVS Health has opened its first pharmacy-only location in Chicago, part of plans to launch nearly 20 such sites across the US this year. The 3,000-square-foot store at 2628 West Pershing Road features a full-service pharmacy with selected over-the-counter products. The pharmacy-only format is designed to increase access to medications, immunizations and pharmacist consultations in underserved communities. Additional locations are planned for Houston, Roxbury, Detroit and Brooklyn in 2026, alongside more than 40 traditional CVS Pharmacy stores. The move responds to consumer preferences, with CVS's 2025 research showing 80% of patients prefer face-to-face pharmacy care and 48% would switch pharmacies if limited to digital-only options. The company opened its first pharmacy-only site in Birmingham, Alabama, late last year.

Yahoo Finance
Mar 26th, 2026
CVS settles FTC insulin pricing probe as regulatory scrutiny of pharmacy benefit manager intensifies

CVS Health has reached a proposed settlement with the Federal Trade Commission over insulin pricing practices at its Caremark pharmacy benefit manager unit. The company also declared a quarterly dividend of $0.665 per share, payable on 4 May 2026. The settlement places CVS's pharmacy benefit management model under increased regulatory scrutiny regarding drug cost transparency. The company's investment narrative centres on its integrated model across insurance, pharmacy and care delivery, with near-term focus on restoring profitability in healthcare delivery and PBM services. CVS recently appointed former Elevance Health CFO John E. Gallina to its board as an audit committee financial expert. The company's narrative projects $445.5 billion revenue and $10.2 billion earnings by 2029, implying a fair value of $96.50 per share.

Yahoo Finance
Mar 23rd, 2026
Bernstein upgrades CVS Health to Outperform with $94 price target amid Medicare Advantage turnaround

Bernstein analyst Lance Wilkes upgraded CVS Health to "Outperform" from "Market Perform" on 12 March, raising the price target to $94 from $91. The upgrade reflects the company's attractive exposure to the Medicare Advantage turnaround and expectations of stable earnings in its pharmacy and pharmacy benefit manager businesses following reforms. Wilkes cited the PBM bill passage and the Federal Trade Commission settlement with Cigna as clearing events for the stock. Separately, CVS Health announced a strategic partnership with Google Cloud focused on reimagining healthcare experiences through its new health technology subsidiary, Health100, which will offer AI-powered healthcare services. CVS Health operates as a diversified healthcare company combining insurance, pharmacy benefit management, retail pharmacies and clinical services across the United States.

Yahoo Finance
Mar 13th, 2026
CVS Health's Aetna unit pays $117.7M to settle Medicare Advantage fraud allegations

Aetna, a CVS Health subsidiary, has agreed to pay $117.7 million to the US Department of Justice to settle allegations that it submitted inaccurate diagnosis codes for Medicare Advantage members to increase reimbursements. The settlement resolves longstanding False Claims Act allegations related to the Medicare Advantage programme. CVS Health shares recently closed at $76.07, down 5.1% year-to-date, though up 20.1% over the past year. The settlement is material for the company, which has thin net margins of 0.4% and debt not well covered by operating cash flow. The agreement highlights compliance risks in CVS Health's government-facing insurance operations, a central part of its Medicare Advantage business. Analysts' average target price stands at $96.50, approximately 27% above current levels.

Yahoo Finance
Mar 7th, 2026
Alphabet faces wrongful death lawsuit over Gemini AI chatbot while expanding healthcare partnership with CVS

Alphabet faces a wrongful death lawsuit alleging its Gemini AI chatbot contributed to a user's suicide, reportedly the first legal case directly linking Google's AI tools to a death. Simultaneously, the company announced a healthcare AI partnership with CVS Health focused on a real-time consumer engagement platform. The contrasting developments underscore Alphabet's expanding role in high-stakes sectors. The CVS collaboration integrates Gemini into Health100, a platform handling personal interactions across insurers, pharmacies and care providers. Meanwhile, the lawsuit tests whether conversational AI design and crisis protocols carry a duty of care, even outside formal healthcare settings. For investors, the key questions centre on how Alphabet manages legal risk, establishes guardrails and navigates regulatory oversight as its AI tools penetrate sectors requiring heightened safety and compliance standards.

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