Product Strategy Senior Advisor - Express Scripts Pharmacy - Remote

📍 Job Overview

Job Title: Product Strategy Senior Advisor - Express Scripts Pharmacy

Company: Cigna Healthcare

Location: Remote (United States)

Job Type: FULL_TIME

Category: Product Strategy & Development / Revenue Operations

Date Posted: 2026-04-23

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• This role is integral to the Product Strategy & Development team, focusing on driving profitable volume and enhancing customer and client experiences for Express Scripts and EnGuide Pharmacies.

• Responsibilities include identifying new solutions, evaluating feasibility, and developing comprehensive business cases, acting as a hybrid of Business Development and Product Strategy.

• The Senior Advisor will conduct in-depth market analysis, including trend identification, customer demand assessment, and unmet needs definition, leveraging data to inform strategic decisions.

• This position requires strong cross-functional collaboration across Evernorth and Cigna businesses to build coordinated solutions and enable strategic growth objectives.

• The role involves sophisticated financial analysis, including understanding product economics, pricing strategy, and financial modeling to support profitable growth.

📝 Enhancement Note: Given the "Product Strategy Senior Advisor" title and the responsibilities outlined, this role clearly sits within the broader GTM (Go-to-Market) and Revenue Operations umbrella, with a strong emphasis on product development, market strategy, and financial modeling to drive profitable growth. The "Express Scripts Pharmacy" focus indicates a deep dive into the B2C and B2B pharmacy services market.

📈 Primary Responsibilities

• Market Intelligence & Needs Analysis: Conduct thorough market research to identify trends, customer demands, and unmet needs within the healthcare and PBM sectors, translating insights into actionable product concepts.

• Business Case Development: Scope, size, and develop detailed business cases for new product solutions, articulating strategy, identifying monetization levers, assessing opportunities, and analyzing feasibility to gain executive buy-in.

• Cross-Functional Solution Development: Partner with various product teams across Evernorth and Cigna to build coordinated, integrated solutions, working collaboratively within cross-functional teams to explore and enable new product concepts.

• Sales Channel Enablement: Influence and enable sales channels by providing strategic insights, product positioning, and supporting materials to drive adoption and achieve strategic growth objectives.

• Partnership Evaluation: Identify, evaluate, and advance strategic partnership opportunities, coordinating workstreams and synthesizing findings into clear, executive-ready recommendations for senior leadership.

• Data Analysis & Insight Generation: Leverage reporting tools (e.g., Analyst tool) and analyze claims utilization, formulary data, clinical data, and financial models to extract insights on margin, trends, drug market share, patient behavior, and KPIs.

• Product Feature Design: Translate data-driven insights into tangible product features, concepts, and prototypes, identifying and addressing product needs gaps.

• Visualization & Reporting: Create compelling visualizations of insights using graphs, charts, and reporting tools to communicate complex data and strategic recommendations effectively to diverse stakeholders.

• Project Management: Manage initiatives from concept to launch, ensuring milestones are met, solutions are delivered on schedule, and cross-functional teams are aligned and progressing effectively.

📝 Enhancement Note: The core responsibilities lean heavily into strategic planning, market analysis, and financial justification for new product initiatives, which are critical functions within a Revenue Operations or GTM Strategy framework. The emphasis on "profitable volume" and "monetizing solutions" directly ties this role to revenue generation and operational efficiency.

🎓 Skills & Qualifications

Education:

• Bachelor's degree (BA/BS) highly desired.

Experience:

• 6+ years of experience in the healthcare or PBM (Pharmacy Benefit Management) industry.

• Proven experience in roles such as product development, business development, strategy, or client services.

Required Skills:

• Product Strategy & Lifecycle Management: Expertise in defining and executing product strategies, managing products through their full lifecycle, and adapting to evolving market demands.

• Business Development & Opportunity Sizing: Strong capabilities in identifying and evaluating new business opportunities, assessing market potential, and developing robust business cases.

• Financial Acumen & Pricing Strategy: Proficient understanding of product economics, financial modeling, pricing strategies, and the ability to analyze and optimize profitability.

• Data Analysis & Insight Generation: Skill in extracting, analyzing, and interpreting complex datasets (claims, formulary, clinical, financial) to derive actionable business insights and inform strategic decisions.

• Project Management: Proven ability to manage multiple projects simultaneously, utilizing project management techniques to ensure timely delivery and successful execution of initiatives.

• Cross-Functional Collaboration & Stakeholder Management: Excellent ability to collaborate effectively with diverse internal teams (product, tech, sales, marketing, legal) and external stakeholders (clients, consultants), influencing decision-makers and driving consensus.

• Market Research & Competitive Intelligence: Capacity to conduct in-depth market analysis, understand competitive landscapes, and translate intelligence into strategic advantages.

• Communication & Presentation Skills: Exceptional written and verbal communication skills, with a demonstrated ability to present complex information clearly and persuasively to executive-level audiences.

Preferred Skills:

• PBM Technology Systems: Familiarity with PBM technology systems and their operational implications.

• Client/Consultant Facing Experience: Experience in direct client or consultant interaction, understanding their needs and articulating value propositions.

• Data Visualization Tools: Proficiency in using tools to create clear and impactful data visualizations (graphs, charts).

• Strategic Planning: Ability to develop and articulate long-term strategic plans aligned with organizational goals.

📝 Enhancement Note: The required skills are a strong indicator of a role focused on driving strategic initiatives that have a direct impact on revenue and market position. The blend of analytical, strategic, and interpersonal skills is classic for senior operations and strategy roles in the healthcare sector.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Business Case Documentation: Examples of well-structured business cases for new products or initiatives, demonstrating market analysis, financial projections, and strategic rationale.

• Product Strategy Frameworks: Demonstrations of how you have developed and implemented product strategies, including market segmentation, value proposition definition, and go-to-market planning.

• Process Optimization Case Studies: Specific examples of how you have identified inefficiencies in product development or go-to-market processes and implemented solutions to improve outcomes.

• Financial Analysis & Modeling: Samples of financial models, pricing analyses, or ROI calculations used to support strategic decisions or product launches, showcasing your quantitative skills.

Process Documentation:

• Workflow Design & Optimization: Evidence of designing or optimizing workflows related to product ideation, development, launch, or lifecycle management, with a focus on efficiency and effectiveness.

• Cross-Functional Process Integration: Examples of how you have facilitated collaboration and integrated processes across different departments (e.g., Product, Sales, Marketing, IT) to achieve common objectives.

• Performance Measurement & Reporting: Demonstrations of establishing key performance indicators (KPIs) and reporting mechanisms to track the success of product initiatives and identify areas for continuous improvement.

📝 Enhancement Note: For a role like this, a portfolio should highlight strategic thinking, analytical rigor, and the ability to translate complex ideas into executable plans. The emphasis should be on demonstrating impact on revenue, customer experience, and operational efficiency through concrete examples of strategy development and process improvement.

💵 Compensation & Benefits

Salary Range:

• Estimated Range: $120,000 - $170,000 annually.

• Explanation: This estimate is based on industry benchmarks for Senior Advisor/Senior Manager roles in Product Strategy and Business Development within the healthcare/PBM sector in the United States, considering the required 6+ years of experience, the fully remote nature of the role, and Cigna Healthcare's general compensation structures for senior advisory positions. The range accounts for variations in specific experience, location within the US (even for remote roles, some states may have slightly different benchmarks), and the candidate's negotiation capabilities. Specific compensation will be determined by factors such as the candidate's qualifications, experience, and skills, as well as internal equity.

Benefits:

• Comprehensive Health Insurance: Includes medical, dental, and vision coverage.

• Pharmacy Benefits: Access to Express Scripts pharmacy benefits, likely with preferred pricing or co-pays.

• Care Management Solutions: Integrated care management programs designed to improve overall health and well-being.

• Retirement Savings Plan: Likely a 401(k) plan with potential company match.

• Paid Time Off: Generous PTO, including vacation, sick leave, and holidays.

• Life and Disability Insurance: Employer-sponsored life and disability insurance policies.

• Employee Assistance Program (EAP): Resources for mental health, financial, and legal support.

• Professional Development: Opportunities for training, certifications, and continuing education to support career growth.

Working Hours:

• Standard: Approximately 40 hours per week.

• Flexibility: While a standard workweek is expected, the fully remote nature and senior advisory capacity may offer some flexibility in scheduling, particularly for managing project timelines and asynchronous collaboration. Occasional travel may be required for specific project needs or team meetings.

📝 Enhancement Note: Salary was estimated based on typical compensation for a Senior Advisor role in a large healthcare/PBM company in the US, considering the specified experience level and remote work. Benefits are extrapolated from standard offerings for large, established companies in the healthcare sector, with specific mention of pharmacy and care management solutions relevant to Cigna's business.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare, Pharmacy Benefit Management (PBM), Health Insurance. Cigna Healthcare, through its Evernorth Health Services division, is a major player in providing integrated health services, prescription drug benefits, and care solutions. The company operates within a highly regulated and competitive landscape, emphasizing innovation, customer-centricity, and efficiency.

Company Size: Large Enterprise (Cigna Healthcare is a Fortune 500 company with tens of thousands of employees globally). This size implies robust infrastructure, structured processes, and significant opportunities for career advancement and cross-functional exposure.

Founded: Cigna was founded in 1982 through a merger, with a long history of evolution in the health services sector. Evernorth was established more recently to consolidate and expand its health services offerings. This history suggests a company with deep roots and a forward-looking approach to evolving healthcare needs.

Team Structure:

• Operations Team: The Product Strategy & Development team is part of the broader Evernorth Health Services division, likely operating under a VP or Senior Director. This specific team focuses on the Express Scripts Home Delivery Pharmacies and EnGuide Pharmacies.

• Reporting Structure: The Senior Advisor will likely report to a Product Director or Senior Manager within the Product Strategy & Development team. They will collaborate extensively with product managers, business analysts, finance teams, marketing, sales, legal, and technology/IT departments.

• Cross-Functional Collaboration: Expect close partnerships with other Evernorth business units and Cigna entities to ensure cohesive product offerings and a unified customer experience. Collaboration is essential for market assessment, solution design, and go-to-market execution.

Methodology:

• Data-Driven Decision Making: The role heavily relies on data analysis (claims, utilization, financial, market) to identify opportunities, validate hypotheses, and measure success.

• Agile & Iterative Development: While not explicitly stated, the fast-paced environment and emphasis on "identifying new solutions" and "prototypes" suggest an agile or iterative approach to product development.

• Strategic Planning & Execution: The team employs strategic planning frameworks to define roadmaps, prioritize initiatives, and execute complex projects through cross-functional alignment.

Company Website: https://www.cigna.com/ and https://www.evernorth.com/

📝 Enhancement Note: Understanding Cigna's position as a major healthcare provider and Evernorth's role in consolidating services is crucial. The "fast-paced environment" and "significant opportunities to collaborate" highlight the dynamic nature of the team and the importance of interpersonal skills for success.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Advisor role, indicating a mid-to-senior level position. It requires significant experience and the ability to work independently, drive initiatives, and influence stakeholders. It's a critical contributor role that bridges strategy and execution.

Reporting Structure: The Senior Advisor likely reports to a Director or Senior Manager of Product Strategy & Development. They will work closely with peers in Product Management, Business Development, and Finance, and collaborate with various stakeholders across different business units.

Operations Impact: This role directly impacts revenue growth by identifying and developing new pharmacy solutions and enhancing existing ones for Express Scripts and EnGuide Pharmacies. The strategic insights and business cases developed will guide significant investment decisions and shape the company's product portfolio, ultimately influencing market share and profitability.

Growth Opportunities:

• Leadership Development: Potential to move into a Product Management or Product Strategy leadership role (e.g., Product Director, Senior Product Manager) within Evernorth.

• Specialization: Deepen expertise in specific areas of pharmacy services, PBM operations, or digital health product development.

• Cross-Functional Mobility: Opportunities to transition into broader strategy, business development, or operational leadership roles within Cigna Healthcare or Evernorth.

• Advanced Training: Access to company-sponsored training, certifications, and potentially executive education programs to enhance strategic and leadership capabilities.

📝 Enhancement Note: The "Senior Advisor" title suggests a role that is both an individual contributor with significant influence and a potential stepping stone to formal leadership positions. The growth path likely involves deepening product expertise or expanding into broader strategic and operational leadership.

🌐 Work Environment

Office Type: Fully Remote. This means the primary work environment will be a home office. The company emphasizes the need for a reliable internet connection (cable broadband or fiber optic, minimum 10Mbps download/5Mbps upload).

Office Location(s): While the role is remote, the listed locations (Connecticut Work at Home, Bloomfield, CT, Missouri, Florida, Arizona, Texas) indicate that the company has a strong presence in these states and may have specific compliance or tax considerations for remote employees residing in these areas. The primary hub seems to be Connecticut.

Workspace Context:

• Home Office Setup: Candidates are expected to maintain a dedicated, productive home office environment conducive to focused work and virtual collaboration.

• Technology & Tools: Access to Cigna's internal technology infrastructure, collaboration platforms (e.g., Microsoft Teams, Slack), and specialized analytics/reporting tools will be provided.

• Virtual Collaboration: The work environment is heavily reliant on virtual communication and collaboration tools, requiring strong digital communication skills and the ability to build rapport remotely.

Work Schedule:

• Standard Business Hours: Approximately 40 hours per week, aligned with US Eastern Time Zone business hours where feasible for core team meetings.

• Flexibility: Given the remote nature and the senior advisory capacity, there may be some flexibility in daily scheduling, but consistent availability for key meetings and project deliverables is expected.

📝 Enhancement Note: The fully remote aspect necessitates self-discipline and strong home office management. While not tied to a physical office, the company's presence in specific states suggests potential regional team alignments or compliance requirements.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: HR or Recruiter phone screen to assess basic qualifications, experience, and cultural fit.

• Hiring Manager Interview: In-depth discussion with the hiring manager focusing on experience, strategic thinking, and alignment with role responsibilities. This is where your product strategy approach will be explored.

• Panel/Team Interviews: Interviews with key stakeholders and team members from Product, Finance, and potentially Sales or Marketing. Expect questions designed to assess cross-functional collaboration, problem-solving, and specific domain knowledge.

• Case Study/Presentation: A common element for roles like this is a presentation of a past product strategy or business case. You may be asked to prepare a presentation on a specific topic or walk through a case study from your portfolio.

• Final Interview: Potentially with a senior leader (Director/VP) to confirm fit and discuss the overall strategic vision for the role.

Portfolio Review Tips:

• Curate Strategic Impact: Select 2-3 strong examples that showcase your ability to develop and execute product strategies that drove measurable business outcomes (e.g., revenue growth, market share increase, cost savings).

• Focus on Process & Rationale: For each case study, clearly articulate the problem, your strategic approach, the methodology used (market analysis, financial modeling, etc.), the cross-functional collaboration involved, and the quantifiable results.

• Highlight Data-Driven Insights: Demonstrate how you used data analytics to inform your strategy and decisions. Show examples of data visualization if applicable.

• Tailor to the Role: Emphasize experiences relevant to healthcare, PBMs, pharmacy services, and product development. Highlight any experience with Express Scripts or similar pharmacy models.

• Be Prepared to Discuss: Be ready to dive deep into the details of your projects, explaining your thought process, challenges faced, and lessons learned.

Challenge Preparation:

• Strategic Problem Solving: Prepare to discuss how you would approach a hypothetical product strategy challenge for Express Scripts pharmacies (e.g., entering a new market segment, responding to a competitive threat, improving customer retention).

• Financial Justification: Be ready to discuss how you would build a financial model or business case for a new pharmacy service, including key assumptions and potential risks.

• Cross-Functional Alignment: Prepare examples of how you have successfully aligned diverse teams around a common product strategy or initiative.

📝 Enhancement Note: The interview process for this role will likely be rigorous, focusing on strategic thinking, analytical capabilities, and the ability to translate complex business needs into actionable product strategies. A well-prepared portfolio is crucial for demonstrating past success and impact.

🛠 Tools & Technology Stack

Primary Tools:

• CRM Systems: While not explicitly mentioned, experience with CRM systems like Salesforce or similar platforms for customer insights and sales enablement would be beneficial.

• Project Management Software: Tools such as Jira, Asana, Microsoft Project, or Trello for tracking project milestones, tasks, and team progress.

• Collaboration Platforms: Microsoft Teams, Slack, Google Workspace for daily communication, document sharing, and virtual meetings.

Analytics & Reporting:

• Data Analysis Tools: Proficiency with data manipulation and analysis tools. This could include Excel (advanced features), SQL, or potentially more advanced analytics platforms.

• Business Intelligence (BI) Tools: Experience with BI platforms like Tableau, Power BI, or Looker for creating dashboards and visualizing insights.

• Specialized Healthcare/PBM Tools: Experience with specific tools for analyzing claims data, formularies, clinical data, and financial models. The mention of "Analyst tool" suggests a proprietary system or a common industry tool for this purpose.

CRM & Automation:

• Business Case & Financial Modeling: Advanced Excel skills are essential for financial modeling and business case development. Experience with specialized financial planning software could be a plus.

• Presentation Software: PowerPoint, Google Slides, or similar for creating executive-level presentations and visualizations.

📝 Enhancement Note: The "Analyst tool" is a key specific mention. Candidates should be prepared to discuss their experience with such tools in the PBM/pharmacy domain. Strong Excel and presentation skills are fundamental.

👥 Team Culture & Values

Operations Values:

• Customer-Centricity: A strong focus on understanding and meeting the needs of both end-customers (patients) and clients (payers, employers).

• Innovation & Agility: A drive to identify and develop new solutions in a fast-paced, evolving market, with an ability to adapt to change.

• Data-Driven Decision Making: Commitment to using data and analytics to inform strategy, measure performance, and drive continuous improvement.

• Collaboration & Teamwork: Emphasis on working effectively across diverse teams and functions to achieve shared goals.

• Accountability & Ownership: Taking responsibility for driving initiatives, achieving results, and delivering on commitments.

Collaboration Style:

• Cross-Functional Integration: The team likely fosters a collaborative environment where members actively engage with stakeholders from various departments to gather input, build consensus, and ensure alignment.

• Open Communication: Encourages open dialogue and feedback exchange to refine strategies and solutions.

• Partnership-Oriented: Works as strategic partners with sales, marketing, technology, and other business units to ensure cohesive GTM strategies and product execution.

📝 Enhancement Note: The culture is likely a blend of a large corporate structure (Cigna) with the dynamic, innovative spirit of a product development team focused on growth and market leadership within the healthcare services sector.

⚡ Challenges & Growth Opportunities

Challenges:

• Market Complexity: Navigating the intricate and rapidly evolving healthcare and PBM landscape, with its regulatory changes, competitive pressures, and evolving consumer expectations.

• Cross-Functional Alignment: Achieving consensus and driving action across multiple departments with potentially competing priorities.

• Data Synthesis: Effectively synthesizing vast amounts of complex data from various sources into clear, actionable insights.

• Balancing Innovation with Feasibility: Identifying truly innovative solutions while ensuring they are financially viable and technically feasible within the company's operational capabilities.

Learning & Development Opportunities:

• Industry Expertise: Deepening knowledge of PBM operations, pharmacy services, healthcare economics, and digital health trends through hands-on experience and company resources.

• Strategic Skill Enhancement: Developing advanced skills in product strategy, business development, financial modeling, and executive communication.

• Leadership Exposure: Gaining exposure to senior leadership and participating in high-impact strategic projects that can shape career trajectory.

• Networking: Building a strong professional network within Cigna Healthcare, Evernorth, and the broader healthcare industry.

📝 Enhancement Note: This role offers significant opportunities for professional growth in a critical and dynamic sector of the healthcare industry. Overcoming the inherent complexities of the healthcare market will be a key part of the learning curve.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you identified a significant market opportunity and how you developed a strategy to capitalize on it. What were the key steps and outcomes?" (Focus on market analysis, strategic planning, execution, and results.)

• "How would you approach developing a business case for a new pharmacy service, considering market demand, financial viability, and operational feasibility?" (Demonstrate your structured approach to business case development, including financial modeling and risk assessment.)

Company & Culture Questions:

• "What do you know about Express Scripts and Evernorth's current position in the pharmacy market, and what strategic opportunities do you see for us?" (Show your research and strategic thinking applied to the company.)

• "How do you ensure alignment and buy-in from diverse stakeholders when developing a new product strategy?" (Highlight your collaboration and influencing skills.)

Portfolio Presentation Strategy:

• Structure: Follow a clear narrative: Problem/Opportunity -> Your Strategy/Solution -> Methodology/Process -> Collaboration -> Results (Quantifiable Impact) -> Lessons Learned.

• Visuals: Use clean, professional slides. Incorporate charts, graphs, and key data points to illustrate your points, but avoid overwhelming slides with text.

• Conciseness: Be precise and efficient with your time. Focus on the most impactful aspects of your work.

• Storytelling: Frame your experience as compelling stories that highlight your strategic acumen, problem-solving abilities, and leadership potential.

• Interactivity: Be prepared to answer detailed questions about your case studies and engage in a discussion about your approach.

📝 Enhancement Note: Prepare to articulate your strategic thinking, analytical process, and ability to drive tangible business results. The interview will likely assess your ability to think critically, collaborate effectively, and communicate complex ideas clearly.

📌 Application Steps

To apply for this Product Strategy Senior Advisor position:

• Submit Your Application: Navigate to the Cigna Healthcare careers portal and submit your application through the provided link.

• Tailor Your Resume: Customize your resume to highlight your experience in product strategy, business development, healthcare/PBM industry, financial modeling, data analysis, and cross-functional collaboration. Use keywords from the job description.

• Prepare Your Portfolio: Select 2-3 of your most impactful projects that demonstrate your strategic capabilities, business case development, and ability to drive revenue growth or operational efficiency. Focus on quantifiable results.

• Research Cigna & Evernorth: Familiarize yourself with Cigna Healthcare's business, Evernorth's services, and the Express Scripts Pharmacy offerings. Understand their market position, key initiatives, and any recent news.

• Practice Your Pitch: Rehearse your answers to common interview questions and prepare a concise, compelling narrative for presenting your portfolio case studies. Be ready to articulate your strategic thought process and problem-solving approach.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.