Senior Manager, UX Design - Scheduling & Execution Product

📍 Job Overview

Job Title: Senior Manager, UX Design - Scheduling & Execution Product

Company: CVS Health

Location: Work At Home - Illinois, Work At Home - Texas

Job Type: FULL_TIME

Category: UX Design / Product Design Leadership

Date Posted: May 05, 2026

Experience Level: 10+ Years

Remote Status: Remote OK

🚀 Role Summary

• Lead the user experience (UX) strategy and service design for the critical Scheduling and Execution (S&E) product organization within CVS Health's Signify Health business unit.

• Serve as a player-coach, managing and mentoring a team of UX designers to foster career growth and drive delivery excellence in human-centered design solutions.

• Drive the integration and adoption of AI-powered tools and methodologies to transform design processes and enhance value delivery for clinicians and members.

• Collaborate closely with product management and engineering partners to co-lead the vision, roadmap, and prioritization for the S&E domain, ensuring design innovation is central.

📝 Enhancement Note: This role is specifically for a Senior Manager of UX Design within the Scheduling & Execution product area, emphasizing leadership, AI integration, and stakeholder management within the healthcare logistics domain. The "player-coach" aspect indicates a hands-on leadership role where the manager is expected to contribute directly to design efforts while guiding their team. The focus on AI integration highlights a forward-looking approach to design processes and product development.

📈 Primary Responsibilities

• Develop and execute innovative experience strategies and service design blueprints for the Scheduling and Execution product portfolio, encompassing the entire design lifecycle from research to implementation.

• Manage, mentor, and provide performance feedback to a team of UX designers, championing their professional development and ensuring high-quality design output.

• Act as a strategic thought leader within the product trio (product, design, engineering), challenging assumptions and employing design thinking frameworks to ensure a human-centered perspective guides product vision.

• Facilitate high-impact, cross-functional workshops to foster alignment, collaborative discovery, and creative ideation across design, product, and engineering teams.

• Identify root causes of user pain points through research and analysis, prioritizing solutions that offer the highest value to both users (clinicians, members) and the business.

• Drive a culture of continuous user testing and iterative validation, specifically de-risking high-risk assumptions, including those related to internal operational tools and legacy architecture, through robust research and prototyping.

• Establish a clear design vision and strategic direction for product areas, ensuring alignment with user needs, business objectives, and emerging AI-driven opportunities.

• Champion the adoption and cultivation of AI-powered design tools and methodologies, guiding the team to evolve their workflows and enhance value delivery.

• Partner with product management and engineering to co-lead the vision, roadmap, and prioritization for the S&E domain.

• Oversee the design of conversational interfaces, AI-enhanced features, and multi-channel communication strategies to optimize clinician and member interactions.

• Manage resource allocation and prioritize design projects to ensure the team effectively supports product delivery needs in an agile environment.

• Guide discovery and research efforts to gain deep insights into clinician workflows, internal operational tools, and scheduling behaviors, adeptly navigating constraints imposed by legacy architecture and systems.

• Define, track, and analyze key UX metrics that align with product and business goals, demonstrating clear impact to the organization.

• Advocate for the strategic role of design and AI innovation in product and technology roadmaps, protecting the team's focus and ensuring work quality.

• Drive streamlined design processes and proactively remove blockers to ensure timely delivery within an agile development framework.

📝 Enhancement Note: The responsibilities emphasize strategic leadership, team management, and deep involvement in product strategy, particularly concerning healthcare logistics and scheduling. The explicit mention of AI integration, legacy architecture navigation, and UX metrics ties directly into the evolving landscape of operations and product development in large enterprises.

🎓 Skills & Qualifications

Education:

Experience:

• 8+ years of professional experience in UX or Product Design.

• 5+ years of experience working independently with clients or stakeholders, focusing on designing business or enterprise applications.

• 3+ years of experience leading design initiatives from concept through implementation in a lead capacity, directing the work of other designers.

• 3+ years of experience in mentoring and supervising employees' work and career development.

Required Skills:

• UX/Product Design Expertise: Proven ability to lead end-to-end design processes for complex enterprise applications.

• Team Leadership & Mentorship: Experience managing, mentoring, and developing a team of designers, fostering growth and performance.

• Design Thinking & Workshop Facilitation: Proficiency in facilitating cross-functional workshops and applying design thinking methodologies to solve complex problems.

• User Research & Validation: Strong understanding and application of generative and evaluative research methodologies, including continuous user testing and iterative validation.

• AI Integration: Experience or strong interest in integrating AI into the design lifecycle and leading teams through AI-driven workflow evolution.

• Stakeholder Management: Ability to effectively communicate and collaborate with product management, engineering, and executive stakeholders.

• Agile Environment Proficiency: Experience working within and driving streamlined design processes in an agile development framework.

Preferred Skills:

• AI Prototyping & Development: Proficiency in AI prototyping and development tools (e.g., Claude Code).

• Conversational Design: Experience in content design, conversation design, or designing for automated/AI-powered communication platforms.

• Generative AI Methodologies: Deep knowledge of generative and evaluative research methods.

• Prototyping Tools: Proficiency in Figma and modern prototyping tools.

• Healthcare/Logistics Domain Knowledge: Experience in healthcare, understanding clinical workflows, or working with logistics/scheduling platforms.

• Enterprise Design & Service Design: Strong background in enterprise design thinking and service design, with experience mapping complex, multi-touchpoint journeys for internal users and enterprise-scale systems.

• Exceptional Communication: Ability to articulate complex design and AI strategy to executive stakeholders.

📝 Enhancement Note: The qualifications clearly delineate a seasoned UX leader with a blend of hands-on design skills, strong leadership and mentorship capabilities, and a forward-thinking approach to AI integration. The preference for healthcare/logistics experience and specific tool proficiency (Figma, Claude Code) are key differentiators.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Design Leadership Case Studies: Showcase examples of leading design initiatives from concept to implementation, including directing the work of other designers and demonstrating impact.

• Team Mentorship Examples: Provide evidence of guiding and developing other designers, highlighting career progression and skill enhancement within your team.

• AI Integration Projects: Include projects where AI was integrated into the design process or product, detailing the approach, challenges, and outcomes.

• Complex Enterprise Solutions: Present case studies of designing for complex business or enterprise applications, emphasizing problem-solving for large-scale systems and internal users.

• Cross-Functional Collaboration: Demonstrate your ability to facilitate workshops and drive alignment across product, design, and engineering teams.

Process Documentation:

• Service Design Blueprints: Examples of creating detailed service design blueprints for complex user journeys and operational workflows.

• Design Process Optimization: Showcase instances where you streamlined design processes, removed blockers, and improved delivery in an agile environment.

• User Research & Validation Frameworks: Document your approach to user research, iterative validation, and de-risking assumptions, particularly within legacy systems.

• UX Metrics & Impact Reporting: Examples of identifying, tracking, and reporting on UX metrics that demonstrate clear business and product value.

📝 Enhancement Note: For a Senior Manager role, the portfolio should not just showcase individual design work but also demonstrate leadership, team management, process improvement, and strategic impact, particularly concerning AI and complex enterprise systems.

💵 Compensation & Benefits

Salary Range:

• The estimated annual base salary range for this position is $118,450.00 - $260,590.00 USD.

Benefits:

• Comprehensive Health Coverage: Medical, Dental, and Vision insurance plans.

• Work-Life Balance: Paid Time Off (PTO) for rest and rejuvenation.

• Financial Security: Retirement Savings Options (e.g., 401(k) plan).

• Wellness Programs: Resources and programs designed to support overall well-being.

• Performance-Based Incentives: Eligible for CVS Health bonus, commission, or short-term incentive programs.

• Equity Awards: Target award in the company’s equity award program.

• Additional Resources: Access to "Benefits Moments" for detailed information.

Working Hours:

• This is a full-time position, typically requiring approximately 40 hours per week.

• While remote, maintaining consistent availability for collaboration with cross-functional teams during core business hours is expected.

📝 Enhancement Note: The provided salary range is substantial and reflects a senior leadership role in a major corporation. The inclusion of bonus, commission, short-term incentives, and equity awards indicates a comprehensive total compensation package beyond base salary.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare / Health Services / Pharmacy Retail

Company Size: Large Enterprise (CVS Health is a Fortune 10 company with hundreds of thousands of employees globally).

Founded: 1963 (CVS Health)

Team Structure:

• Signify Health BU: This role sits within the Signify Health business unit, focusing on solutions that connect individuals with health services.

• Product Trio Collaboration: Works closely with dedicated Product Managers and Engineering Leads, forming a core "product trio" for the Scheduling & Execution domain.

• Cross-Functional Integration: Engages with various internal teams, including research, data science, operations, and potentially other design disciplines, to deliver cohesive solutions.

• Reporting: The Senior Manager will report to a higher-level design or product leader within the Signify Health organization.

Methodology:

• Human-Centered Design: Core philosophy emphasizing understanding user needs deeply to inform design solutions.

• Agile Development: Operates within an agile framework, requiring adaptability, rapid iteration, and continuous feedback loops.

• Data-Driven Decision Making: Utilizes UX metrics and business data to inform strategy, measure impact, and prioritize efforts.

• AI-Augmented Design: Actively exploring and integrating AI tools and methodologies to enhance design efficiency and innovation.

Company Website: https://www.cvshealth.com/

📝 Enhancement Note: CVS Health is a massive, established player in the healthcare ecosystem. The Signify Health acquisition brings a focus on value-based care and home-based health services, which heavily rely on efficient scheduling and execution. The culture likely balances large-enterprise structure with a drive for innovation, particularly in leveraging technology like AI.

📈 Career & Growth Analysis

Operations Career Level: Senior Manager, UX Design – This is a significant leadership role, managing a team and influencing product strategy for a critical domain. It sits above individual contributor roles and below Director/VP levels.

Reporting Structure: The Senior Manager will likely report to a Director or VP of Product Design or UX within the Signify Health division. They will directly manage a team of UX Designers.

Operations Impact: The Scheduling & Execution product directly impacts the efficiency and effectiveness of clinical service delivery, patient access to care, and operational costs. By optimizing these processes through design, this role has a direct influence on revenue (through service delivery) and cost savings (through efficiency). The integration of AI further amplifies this potential impact.

Growth Opportunities:

• Leadership Advancement: Potential to move into Director-level roles overseeing larger design teams or broader product portfolios.

• Specialization: Deepen expertise in AI-driven design, service design, or specific healthcare domains.

• Strategic Influence: Increased involvement in setting company-wide design standards and innovation initiatives.

• Cross-Functional Leadership: Opportunities to lead larger, more complex strategic initiatives involving multiple departments.

📝 Enhancement Note: This role offers a clear path for career progression within a large organization, with opportunities for both deepening specialized skills (like AI in design) and expanding leadership scope. The impact on core business operations makes it a strategic and visible position.

🌐 Work Environment

Office Type: Fully Remote within the United States.

Office Location(s): While remote, the role is tied to specific states (Illinois and Texas) for employment purposes, suggesting potential for future hybrid opportunities or regional team gatherings, though the primary mode is remote.

Workspace Context:

• Remote Collaboration: Primarily uses digital collaboration tools (e.g., Slack, Teams, Zoom, Figma) for communication and design work.

• Technology Stack: Access to industry-standard design and collaboration software. The job description specifically mentions Figma and hints at AI prototyping tools.

• Team Interaction: Regular virtual meetings, design critiques, and workshops with the design team, product trio, and broader stakeholders. A "player-coach" role implies frequent direct interaction with designers on their projects.

• Travel: Some travel is required, likely for key strategic meetings, workshops, or team offsites.

Work Schedule:

• Full-time, approximately 40 hours per week.

• Flexibility is inherent in a remote role, but requires proactive management to ensure availability for critical meetings and collaboration with teams across different time zones.

📝 Enhancement Note: The remote nature combined with required travel indicates a need for strong self-discipline, excellent communication skills, and the ability to build rapport and drive outcomes virtually, while also being prepared for in-person strategic engagements.

📄 Application & Portfolio Review Process

Interview Process:

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

• Hiring Manager Interview: Deep dive into leadership experience, team management, strategic thinking, and approach to AI in design. Expect questions about your "player-coach" philosophy.

• Portfolio Review & Presentation: A dedicated session where you present key case studies from your portfolio, focusing on leadership, strategic impact, and AI integration. Be prepared to discuss your team's work and your role in it.

• Cross-Functional/Peer Interviews: Meetings with Product Management and Engineering leads, and potentially other senior designers, to assess collaboration style, technical understanding, and strategic alignment.

• Executive Interview: Final interview with a senior leader (e.g., VP of Design, VP of Product) to evaluate overall strategic fit and vision.

Portfolio Review Tips:

• Focus on Leadership: Highlight your role in leading teams, mentoring designers, and driving design strategy, not just individual design contributions.

• Showcase AI Integration: Clearly articulate how you've integrated AI into design workflows or product features. Detail the challenges, your approach, and the measurable outcomes.

• Demonstrate Impact: Quantify the impact of your design work and your team's efforts using UX metrics and business results. Focus on efficiency gains and user satisfaction improvements in scheduling and execution.

• Address Complexity: Be prepared to discuss how you navigated complex enterprise systems, legacy architecture, and cross-functional dependencies.

• Storytelling: Structure your case studies as compelling narratives: problem, your approach (including AI), solution, and impact.

Challenge Preparation:

• Strategic Scenario: You might be asked to discuss how you would approach a specific challenge within the S&E domain, or how you would lead your team through a significant change (e.g., adopting new AI tools).

• Process Improvement: Prepare to discuss how you would optimize design processes for an agile, remote team, potentially leveraging AI.

• Team Management Scenarios: Be ready to discuss how you handle underperforming team members, conflict resolution, or fostering a collaborative environment.

📝 Enhancement Note: The interview process is multi-stage, typical for senior leadership roles. The portfolio review is critical, and candidates must tailor their presentations to showcase leadership, AI integration, and strategic impact within the healthcare logistics context.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI/UX design, prototyping, and collaborative workflows. Proficiency is a must.

• Modern Prototyping Tools: Beyond Figma, familiarity with other advanced prototyping capabilities.

• AI Prototyping & Development Tools: Specific mention of "Claude Code" suggests an interest in or requirement for experience with large language models (LLMs) for design or code generation. Experience with other generative AI tools for design ideation or content creation is also highly valued.

Analytics & Reporting:

• UX Metrics Tools: Familiarity with tools and methodologies for defining, tracking, and analyzing UX metrics (e.g., conversion rates, task completion times, user satisfaction scores).

• Data Visualization Tools: Ability to interpret and present data effectively, potentially using tools like Tableau or Power BI, in collaboration with analysts.

CRM & Automation:

• Enterprise Application Platforms: Understanding the principles of designing for complex enterprise systems, which may involve CRM, ERP, or specialized healthcare platforms.

• Workflow Automation Concepts: While not a direct tool, understanding how design can support and improve automated workflows within scheduling and execution is key.

📝 Enhancement Note: The emphasis on Figma and AI prototyping tools (like Claude Code) indicates a modern, forward-looking design stack. The role requires not just design execution but also strategic thinking about how technology, especially AI, can enhance the entire design and product development lifecycle.

👥 Team Culture & Values

Operations Values:

• Customer Focus: Deep understanding of user needs (clinicians, members) driving all design decisions.

• Innovation & Curiosity: Embracing new technologies like AI and continuously seeking better ways to solve problems.

• Accountability & Excellence: Holding oneself and the team to high standards for delivery, quality, and impact.

• Collaboration & Partnership: Working effectively across product, engineering, and other business units to achieve shared goals.

• Compassion & Care: Reflecting CVS Health's mission in designing user experiences that are supportive and effective within the healthcare context.

Collaboration Style:

• Product Trio Alignment: Works as a cohesive unit with Product Management and Engineering leads, ensuring shared ownership and vision.

• Cross-Functional Workshops: Actively facilitates and participates in collaborative sessions to drive alignment and ideation.

• Iterative Feedback Loops: Encourages open feedback and continuous iteration based on user testing and stakeholder input.

• AI Integration Advocacy: Promotes the adoption of AI tools and methodologies, bringing partners along in the transformation.

📝 Enhancement Note: The company values emphasize a blend of customer-centricity, innovation (especially with AI), accountability, and collaboration, all within the context of a healthcare mission. This suggests a dynamic yet purpose-driven work environment.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Legacy Systems: Designing effective user experiences within the constraints of existing, potentially outdated, enterprise architecture and operational tools.

• AI Adoption & Integration: Leading a team and influencing stakeholders to adopt and effectively leverage new AI tools and methodologies in the design process.

• Balancing User Needs with Business Goals: Identifying and prioritizing solutions that deliver significant value to both users and the business, especially in a complex healthcare environment.

• Remote Team Management: Effectively leading, motivating, and ensuring high performance of a distributed team of designers.

• Driving Design Vision: Advocating for design and AI innovation within product roadmaps and ensuring the team's focus on quality.

Learning & Development Opportunities:

• AI in Design Specialization: Deepen expertise in leveraging generative AI, conversational AI, and AI-driven insights for product design.

• Healthcare Domain Expertise: Gain extensive knowledge of clinical workflows, healthcare logistics, and member engagement strategies.

• Strategic Leadership: Develop skills in influencing executive stakeholders, shaping long-term product vision, and managing larger teams.

• Service Design Mastery: Further hone skills in mapping complex, multi-touchpoint service journeys for enterprise-scale systems.

📝 Enhancement Note: The challenges are typical for senior roles in large, evolving organizations, particularly those integrating new technologies like AI into established processes and systems. The growth opportunities are significant, offering paths to deeper specialization or broader leadership.

💡 Interview Preparation

Strategy Questions:

• "Describe your approach to leading a UX design team as a 'player-coach.' How do you balance hands-on design work with team management and strategic direction?"

• "How would you foster a culture of AI adoption within a design team? Walk us through a hypothetical scenario of introducing a new AI design tool."

• "How do you identify and prioritize user pain points in complex enterprise systems, especially when dealing with legacy architecture? Provide an example."

Company & Culture Questions:

• "What do you know about CVS Health and Signify Health, and how does our mission resonate with your approach to UX design?"

• "Describe a time you had to influence stakeholders or senior leadership to adopt a new design approach or technology, like AI."

Portfolio Presentation Strategy:

• Leadership Case Study: Choose a project where you led a design team through a complex challenge. Focus on your role in strategy, team enablement, and the outcomes achieved. Clearly articulate your team's contributions and your guidance.

• AI Integration Case Study: Present a project where AI played a role, whether in the design process or the final product. Explain the problem, the AI solution (tools, methods), the challenges encountered, and the measurable results.

• Cross-Functional Collaboration Example: Detail a project where you successfully facilitated workshops and drove alignment between design, product, and engineering to solve a critical problem.

• Metrics & ROI: Be ready to discuss how you quantify success. For example, "We reduced clinician travel time by X% by redesigning the routing algorithm," or "Improved task completion rate for appointment booking by Y% through conversational interface improvements."

📝 Enhancement Note: Interview preparation should focus on demonstrating leadership, strategic thinking, adaptability with AI, and a deep understanding of user-centered design within complex enterprise and healthcare contexts. Quantifiable results are paramount.

📌 Application Steps

To apply for this Senior Manager, UX Design position:

• Submit your application through the CVS Health Careers portal via the provided link.

• Portfolio Customization: Tailor your portfolio to prominently feature leadership experience, team mentorship, AI integration case studies, and examples of designing for complex enterprise systems, particularly within logistics or healthcare.

• Resume Optimization: Ensure your resume highlights your 8+ years of UX/Product Design experience, 3+ years of leadership, and any experience with AI, healthcare, or enterprise applications. Use keywords from the job description like "UX Design," "Product Design," "AI Integration," "Service Design," and "Leadership."

• Interview Preparation: Practice articulating your leadership philosophy, your approach to AI in design, and how you drive impact through user-centered strategies. Prepare specific examples for behavioral and situational questions. Rehearse your portfolio presentation to be concise and impactful.

• Company Research: Familiarize yourself with CVS Health's mission, the Signify Health business unit's goals, and current trends in healthcare technology and AI. Understand how your role contributes to their broader objectives.

⚠️ 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.