Senior Product Designer, Core Experience

📍 Job Overview

Job Title: Senior Product Designer, Core Experience

Company: BetterSleep

Location: United States

Job Type: FULL_TIME

Category: Product Design / User Experience

Date Posted: 2026-05-28T13:32:13.717

Experience Level: 8+ Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead the design vision and execution for BetterSleep's core mobile app experience, a critical foundation for a connected sleep-health platform.

• Drive user activation, trial-to-paid conversion, and long-term retention through seamless, intuitive, and emotionally resonant user journeys.

• Shape foundational product surfaces including core navigation, feature discovery, clinical screening flows, and personalization strategies.

• Collaborate closely with Product, Engineering, and fellow Designers in an agile environment to solve complex user problems and technical challenges.

• Utilize data, experimentation insights, and behavioral science to inform design decisions and iterate on user experiences.

📝 Enhancement Note: This role is positioned as highly strategic and execution-focused, directly impacting business outcomes through core product experience design. The emphasis on a "connected sleep-health platform" and "clinical screening flows" suggests a move beyond traditional wellness app features into more sophisticated health-tech territory, requiring a designer with a strong understanding of user behavior, data analysis, and potentially regulated workflows.

📈 Primary Responsibilities

• Spearhead the design vision for the core app experience, ensuring a consistent, intuitive, and emotionally resonant user journey across all touchpoints.

• Own and evolve key product surfaces such as core navigation, feature discovery and engagement mechanisms, and clinical screening/referral flows, integrating them seamlessly into the consumer app.

• Drive user activation, trial-to-paid conversion, and retention rates through strategic design of critical product moments and user flows.

• Develop and direct UX copy and microcopy across the product, ensuring brand voice alignment and clarity in features, education, and navigation.

• Design for localization, accommodating text expansion and RTL considerations for the app's multiple language support.

• Actively partner with Engineers, Product Managers, and Designers to address user needs, navigate technical constraints, and achieve scalable product experiences.

• Leverage internal data, A/B testing results, and behavioral science insights to identify and implement improvements in conversion, retention, and engagement metrics.

• Design personalized and adaptive experiences, focusing on user flows that respond to individual needs, sleep goals, behaviors, and future AI-driven product capabilities.

• Conduct user research and competitive analysis to inform product strategy and maintain a best-in-class mobile user experience.

• Participate actively in agile development processes and ceremonies, providing design input and feedback.

• Make actionable recommendations to management regarding process and tooling enhancements within the design and product development lifecycle.

• Ensure adherence to Android and Apple platform guidelines, staying abreast of new developments and informing the team accordingly.

• Build and maintain strong relationships with cross-functional stakeholders, clearly articulating complex design ideas, goals, and rationale.

• Mentor and guide other designers within the team, fostering a culture of design excellence and collaboration.

📝 Enhancement Note: The responsibilities highlight a blend of strategic product thinking and hands-on design execution. The emphasis on "clinical screening and referral flows" and "AI-driven product capabilities" suggests this role requires a designer comfortable with complex user journeys and potentially sensitive health-related information, requiring a nuanced approach to user experience design.

🎓 Skills & Qualifications

Education:

Experience:

• At least 8 years of experience in Product Design specifically for mobile applications.

• Proven track record of designing and launching impactful mobile experiences that balance business, product, and user needs.

• Experience in designing personalized, adaptive, or data-informed product experiences is highly valued.

• Familiarity with the engineering process and an understanding of technical limitations.

Required Skills:

• Product Design: Expertise in end-to-end product design for mobile platforms.

• Interaction Design: Ability to create intuitive and engaging user flows and interactions.

• Visual Design: Strong aesthetic sensibility and ability to create polished user interfaces.

• UX Writing: Excellent ability to craft clear, concise, and emotionally resonant microcopy that aligns with brand voice.

• Mobile App Design: Deep understanding of iOS and Android platform guidelines and best practices.

• User Research: Proficiency in conducting user research to gather insights and inform design decisions.

• A/B Testing: Understanding of A/B testing principles and ability to iterate based on quantitative results and qualitative feedback.

• Figma / Sketch / Adobe CC: Proficiency with industry-standard design and prototyping tools.

• Data-Informed Design: Ability to leverage data analytics and experimentation results to drive design improvements.

• Localization Design: Experience designing for international markets, considering text expansion and RTL layouts.

• Cross-functional Collaboration: Proven ability to work effectively with Product Managers, Engineers, and other stakeholders.

• Agile Methodology: Experience working within agile development environments.

• User Experience Strategy: Ability to contribute to and shape the overall product strategy from a design perspective.

Preferred Skills:

• Knowledge of the engineering process and technical limitations.

• Experience in wellness, health, behavioral product design, or subscription-based consumer apps.

📝 Enhancement Note: The requirement of 8+ years of experience, coupled with the emphasis on data-informed design, personalization, and potential health-tech integration, positions this as a senior-level role requiring significant strategic input and a mature design process. The "extreme attention to detail" and "desire to understand all aspects of the product" suggests a need for a designer who is deeply analytical and thorough.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing a minimum of 8 years of product design experience for mobile applications.

• Demonstrations of end-to-end design processes, from initial user research and ideation through to launch and post-launch iteration.

• Case studies that clearly articulate specific user problems, design solutions, and the measurable impact or results achieved (e.g., improvements in conversion, retention, engagement).

• Examples of designing for personalized or data-informed product experiences, showcasing how user data and experimentation influenced design decisions.

• Evidence of strong UX writing skills, including examples of microcopy that align with a specific brand voice and enhance user experience.

• Projects that highlight a deep understanding of mobile platform conventions (iOS and Android) and best practices.

Process Documentation:

• Detailed case studies that outline the design process for significant product features or improvements within the portfolio.

• Clear articulation of how user research, data analysis, and A/B testing were integrated into the design workflow.

• Documentation of iterative design processes, showing how feedback and performance metrics led to design refinements.

• Examples of collaboration with engineering and product teams, illustrating how technical constraints were navigated and solutions were implemented.

• Demonstrations of how the designer translated complex product requirements or business goals into user-centered design solutions.

📝 Enhancement Note: The portfolio is critical for this role, needing to demonstrate not just aesthetic skill but a strategic, data-driven approach to product design. The emphasis on "measurable results," "personalization," and "data-informed design" means candidates should focus on showcasing the impact of their work on key business metrics like conversion and retention.

💵 Compensation & Benefits

Salary Range:

• Base Salary Range: $155,000 - $185,000 USD per year.

Benefits:

• Competitive salary and compensation package.

• Excellent health, dental, and vision coverage.

• Retirement plan with employer matching.

• Commuter benefits.

• Lunch benefits (UberEats).

• Free access to telehealth services.

• Free access to BetterHelp services.

• Provision of any necessary hardware and software to ensure success.

Working Hours:

• Standard full-time work hours, typically around 40 hours per week.

• As a remote role within the United States, flexibility may be available, but core collaboration hours will likely align with US time zones.

📝 Enhancement Note: The salary range is substantial, reflecting the senior-level nature of the role and the competitive tech market. The comprehensive benefits package, especially the inclusion of telehealth and BetterHelp services (aligning with the company's mission), is a strong draw. The note about "performance bonus" indicates a variable compensation component tied to individual and company performance.

🎯 Team & Company Context

🏢 Company Culture

Industry: Health & Wellness Technology / Mobile Applications / Digital Health

Company Size: While not explicitly stated, the company is part of BetterHelp and Teladoc, suggesting it operates with the resources of a public company while maintaining startup-level ownership and speed. It implies a dynamic, fast-paced environment with significant growth potential.

Founded: BetterSleep is a well-established app with over 85 million downloads, indicating a mature product and significant market presence. Its backing by BetterHelp and Teladoc signifies a strategic integration into a larger digital health ecosystem.

Team Structure:

• The design team is described as "lean" and "high-conviction," working in close partnership with Product and Engineering.

• The role involves leading design vision for a core product surface, indicating a degree of autonomy and leadership within the design function.

Methodology:

• Continuous experimentation is a core methodology, with ongoing A/B testing across key product areas like onboarding and subscription pricing.

• The company is focused on data-driven decision-making and leveraging insights from user behavior and experimentation.

• There's a clear emphasis on behavioral science in product design to create meaningful change.

• The transformation into a "connected sleep-health platform" suggests a scientific and evidence-based approach to product development.

Company Website: bettersleep.com

📝 Enhancement Note: The company culture appears to be a blend of startup agility and the stability/resources of a larger corporation. The focus on data, experimentation, and behavioral science suggests a rigorous, analytical approach to product development, appealing to designers who are motivated by measurable impact and scientific validation.

📈 Career & Growth Analysis

Operations Career Level: Senior Product Designer. This level implies significant experience, strategic contribution, and the ability to lead design initiatives for critical product areas. It suggests a role that influences product direction and mentors junior team members.

Reporting Structure: The Senior Product Designer will lead the design vision in close partnership with Product and Engineering. While direct reporting lines aren't specified, the role suggests a collaborative matrix structure where the designer works closely with Product Managers and Engineering leads, potentially reporting to a Head of Design or a Senior Design Manager.

Operations Impact: The core app experience is the foundation for the entire platform, directly impacting user acquisition, engagement, subscription conversion, and retention. The design of these foundational elements has a profound impact on the company's revenue and overall success. The role is explicitly tied to "business outcomes," highlighting the direct link between design and financial performance. Furthermore, the company's mission to help millions sleep better means the design has a significant societal and health impact.

Growth Opportunities:

• Design Leadership: Potential to grow into a Lead Designer or Design Manager role, overseeing larger product areas or teams as the company expands its platform.

• Specialization: Opportunity to deepen expertise in areas like behavioral design, AI-driven personalization, or health-tech product design.

• Cross-functional Advancement: Experience gained in product strategy and business impact could open doors to Product Management or GTM strategy roles.

• Mentorship: Opportunity to mentor junior designers and contribute to building a strong design culture.

• Industry Impact: Contributing to a widely used wellness app that demonstrably improves users' lives.

📝 Enhancement Note: This role offers substantial growth potential, not just within design but potentially into broader product strategy or leadership roles, given its strategic importance and connection to business outcomes. The company's growth trajectory and integration into a larger health ecosystem provide a fertile ground for career development.

🌐 Work Environment

Office Type: Fully Remote. This indicates a distributed workforce with no requirement for physical office presence.

Office Location(s): United States. While remote, the role is specified for candidates located within the United States, likely to align with tax, legal, and core working hours.

Workspace Context:

• Collaborative Environment: The role requires close collaboration with Product Managers, Engineers, and other Designers, necessitating strong remote communication and collaboration skills. Tools like Figma, Slack, and video conferencing will be essential.

• Operations Tools & Technology: Expect access to industry-standard design and prototyping tools (Figma, Sketch, Adobe CC), likely integrated with project management and communication platforms. Data analytics and experimentation tools will also be key for informing design decisions.

• Team Interaction: Regular participation in virtual team meetings, design critiques, sprint planning, and other agile ceremonies. Opportunities for informal virtual coffee chats or team-building activities to foster connection.

Work Schedule:

• The role is full-time, typically around 40 hours per week.

• As a remote role within the United States, there may be flexibility in daily scheduling, but candidates will need to be available for core collaboration hours, likely aligning with Eastern or Central time zones, to effectively work with cross-functional teams.

📝 Enhancement Note: The fully remote nature of the role offers significant flexibility but demands strong self-discipline, proactive communication, and proficiency with remote collaboration tools. The requirement to be based in the US suggests a focus on specific regional time zones for effective team integration.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio by the recruiting team to assess experience and alignment with the role requirements.

• Hiring Manager Interview: A discussion with the hiring manager (likely a Design Lead or Product Head) to delve deeper into your experience, design philosophy, and suitability for the team. Expect questions about your approach to core experience design, user empathy, and business impact.

• Portfolio Presentation & Design Challenge: A session where you present your portfolio, focusing on 2-3 key projects that demonstrate your skills in solving complex user problems, driving measurable results, and your process for core experience design. This may be accompanied by a take-home design challenge or an in-interview design exercise focused on a product-related problem.

• Cross-functional Interviews: Meetings with Product Managers, Engineers, and potentially other Designers to assess collaboration style, technical understanding, and cultural fit. These interviews will focus on how you work with others to bring designs to life and navigate trade-offs.

• Final Interview / Executive Review: Potentially a final interview with a more senior leader to discuss strategic thinking, leadership potential, and overall alignment with BetterSleep's mission and values.

Portfolio Review Tips:

• Curate Strategically: Select 2-3 projects that best showcase your experience with core mobile app design, personalization, data-informed iteration, and driving measurable business outcomes (conversion, retention).

• Showcase Process: For each project, clearly articulate the problem, your role, the design process (research, ideation, prototyping, testing), your specific contributions, and the final outcomes/impact with data.

• Highlight UX Writing: Explicitly demonstrate your UX writing skills within your case studies, showing how copy played a role in user experience and conversion.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your designs. Quantify improvements in conversion rates, retention, engagement, or user satisfaction.

• Tailor to BetterSleep: If possible, subtly hint at how your skills and experience align with BetterSleep's mission and the specific challenges of designing for a sleep-health platform.

• Prepare for Questions: Be ready to discuss your design rationale, trade-offs made, and lessons learned from each project.

Challenge Preparation:

• Understand the Core Experience: Research BetterSleep's current app and its position in the market. Think about the key user journeys and potential areas for improvement related to core functionality, onboarding, and subscription.

• Focus on User-Centricity & Business Goals: Any design challenge will likely require balancing user needs with business objectives (conversion, retention).

• Structure Your Approach: For a design challenge, outline your understanding of the problem, your assumptions, your proposed solution, and how you would validate it.

• Practice Presentation: Be prepared to present your thinking clearly and concisely, articulating your design decisions and rationale under time constraints.

📝 Enhancement Note: The interview process is designed to assess not only design craft but also strategic thinking, collaboration skills, and the ability to drive tangible business results. The portfolio review is a critical gate, requiring candidates to demonstrate concrete impact and a data-driven approach.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Highly probable as the primary tool for UI/UX design, prototyping, and collaboration, given its industry prevalence.

• Sketch: Also a strong possibility, especially if the team has a history with it, though Figma is often preferred for collaborative, remote workflows.

• Adobe Creative Suite (CC): Likely used for asset creation, graphic design, and potentially motion design elements if required.

• Prototyping Tools: Figma's native prototyping capabilities are likely leveraged, but other tools like InVision or Principle might be used for more advanced interactive prototypes.

Analytics & Reporting:

• Product Analytics Platforms: Tools such as Amplitude, Mixpanel, or Google Analytics will be crucial for understanding user behavior, tracking feature adoption, and identifying areas for improvement.

• A/B Testing Tools: Platforms like Optimizely, VWO, or internal experimentation frameworks will be used to test design hypotheses and measure impact on key metrics.

• Data Visualization Tools: Potentially tools like Tableau or Looker for deeper data exploration and reporting, though primary reporting might be handled by Product Managers.

CRM & Automation:

• CRM System: While not directly owned by design, understanding how the CRM (e.g., Salesforce, HubSpot) interacts with user data and marketing efforts is beneficial.

• User Feedback Platforms: Tools for collecting and analyzing user feedback (e.g., SurveyMonkey, Typeform, in-app feedback tools).

• Project Management & Collaboration: Jira, Asana, Trello for agile workflow management; Slack for communication; Confluence for documentation.

📝 Enhancement Note: Proficiency in Figma is almost certainly a prerequisite. Understanding how design decisions translate into data within analytics and A/B testing platforms is key. The role requires not just designing interfaces but understanding how those interfaces function within a data-driven product development cycle.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and serving the user's needs, especially in the context of sleep health and well-being.

• Data-Driven Decision Making: Valuing insights from data, experimentation, and user research to guide product strategy and design.

• Impact & Measurable Results: Focusing on outcomes and demonstrating the tangible impact of design work on business metrics and user lives.

• Collaboration & Transparency: Fostering an environment where open communication, shared feedback, and cross-functional teamwork are paramount.

• Agility & Iteration: Embracing a fast-paced, iterative approach to product development, with a willingness to learn and adapt quickly.

• Scientific Rigor: Applying principles of behavioral science and potentially clinical insights to create effective and evidence-based solutions.

Collaboration Style:

• Partnership: Working as a close partner with Product Management and Engineering, sharing ownership of product outcomes.

• Constructive Feedback: Engaging in open and honest design critiques, providing and receiving feedback constructively to elevate the quality of work.

• Knowledge Sharing: Actively sharing insights, learnings, and best practices within the design team and across other departments.

• Proactive Communication: Maintaining clear and consistent communication, especially in a remote setting, to ensure alignment and address potential roadblocks.

📝 Enhancement Note: The culture emphasizes a blend of user advocacy, analytical rigor, and collaborative execution. Designers are expected to be proactive, data-informed, and team-oriented, contributing to a shared mission of improving users' sleep health.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Core Experience with Platform Growth: Designing a robust and intuitive core experience while the company evolves into a broader sleep-health platform requires careful navigation of evolving user needs and feature integration.

• Data Interpretation & Application: Translating complex user data and experimentation results into actionable design insights can be challenging, requiring strong analytical skills.

• Personalization at Scale: Designing effective personalization strategies that feel genuinely helpful without overwhelming or alienating users is a complex UX challenge.

• Behavioral Change Design: Motivating users to adopt new habits and make lasting changes to their sleep patterns requires deep understanding of behavioral science and persuasive design techniques.

• Remote Collaboration Dynamics: Maintaining strong team cohesion, clear communication, and efficient workflows in a fully remote environment.

Learning & Development Opportunities:

• Deep Dive into Behavioral Science: Opportunity to apply and expand knowledge in behavioral economics and psychology for product design.

• AI & Personalization: Working with emerging AI capabilities to create highly personalized user experiences.

• Health-Tech Best Practices: Gaining experience in designing for health and wellness applications, which often have unique considerations for user trust, data privacy, and impact.

• Cross-functional Skill Development: Learning more about product management, data analysis, and engineering processes through close collaboration.

• Mentorship and Leadership: Opportunities to mentor junior designers and contribute to the strategic direction of the design team.

📝 Enhancement Note: This role presents significant challenges that are also rich learning opportunities. The focus on behavioral science, AI, and health-tech positions the designer at the forefront of innovative product development in a growing industry.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you led the design vision for a core product experience. What was your process, and what were the key outcomes?" (Focus on your strategic approach, user empathy, and ability to drive business results.)

• "How do you balance user needs with business objectives, like subscription conversion or retention, in your designs?" (Prepare examples of trade-offs and how you navigated them.)

• "Tell me about a complex user problem you solved through design. What data or research informed your solution, and how did you measure its success?" (Highlight your data-informed approach and ability to quantify impact.)

• "How do you approach designing for personalization and adaptive experiences? What are the key considerations?" (Discuss your understanding of user segmentation and tailored journeys.)

Company & Culture Questions:

• "What interests you about BetterSleep's mission to help people sleep better?" (Show genuine interest and connect it to your passion for user well-being.)

• "How do you see your role contributing to BetterSleep's evolution into a connected sleep-health platform?" (Demonstrate your strategic understanding of the company's direction.)

• "How do you approach collaboration with Product Managers and Engineers, especially in a remote setting?" (Emphasize communication, transparency, and shared ownership.)

Portfolio Presentation Strategy:

• Structure for Impact: For each case study, clearly state the problem, your role, the solution, and the results. Use visuals effectively to tell the story.

• Focus on Core Experience & Metrics: Prioritize projects that showcase your ability to design foundational user experiences and demonstrate measurable improvements in conversion, retention, or engagement.

• Explain Your "Why": Be prepared to articulate the rationale behind every design decision, linking it back to user needs, business goals, and data insights.

• Highlight UX Writing: Actively point out instances where your UX writing contributed significantly to the user experience or product goals.

• Be Ready for Deep Dives: Expect questions about specific design choices, technical considerations, and how you handled challenges or feedback.

• Engage with Your Audience: Make it a conversation, not just a presentation. Ask clarifying questions and gauge their interest.

Challenge Preparation:

• Understand the Product Context: Research BetterSleep's app, its features, and its competitive landscape.

• Identify Core User Journeys: Think about how users onboard, discover value, engage with content, and potentially convert to subscriptions.

• Consider Behavioral Design Principles: How could design encourage better sleep habits?

• Focus on Key Metrics: Frame your solutions around improving activation, conversion, or retention.

• Practice Articulating Your Process: Be ready to explain your thinking clearly and concisely, even under pressure.

📝 Enhancement Note: Interview preparation should heavily emphasize demonstrating tangible impact, strategic thinking, and collaborative capabilities, aligned with the company's data-driven and mission-oriented culture.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided Workable link.

• Curate Your Portfolio: Ensure your portfolio prominently features 2-3 key projects that showcase your experience with core mobile app design, driving measurable results (conversion, retention), personalization, and data-informed iteration. Tailor your case study presentations to highlight these aspects.

• Optimize Your Resume: Highlight your 8+ years of mobile product design experience, proficiency in Figma/Sketch, UX writing skills, and experience with A/B testing and data analytics. Use keywords from the job description and ensure achievements are quantified.

• Prepare Your Presentation: Practice walking through your portfolio projects, focusing on clear articulation of the problem, your process, your specific contributions, and the quantifiable impact of your designs. Be ready to discuss your UX writing approach.

• Research BetterSleep: Understand their mission, product, target audience, and recent developments. Familiarize yourself with their current app and consider potential areas for enhancement related to the core experience.

⚠️ 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.

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