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 / UX/UI

Date Posted: April 16, 2026

Experience Level: 8+ Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead the design vision and execution for BetterSleep's core mobile app experience, focusing on user activation, habit formation, and subscription conversion.

• Drive the end-to-end design process for critical product surfaces, including core navigation, feature discovery, clinical screening flows, and personalization features.

• Utilize data, A/B testing results, and user research to inform design decisions and optimize key performance indicators for engagement and retention.

• Craft compelling UX copy and microcopy that aligns with the BetterSleep brand voice, ensuring clarity and emotional resonance across all user interactions.

📝 Enhancement Note: This role is positioned as a strategic and execution-focused Senior Product Designer responsible for the foundational user experience of a leading wellness app. The emphasis on "core app experience," "clinical screening flows," and "connected care pathways" indicates a significant impact on user health outcomes and business objectives. The "AI-driven product capabilities" mention suggests a forward-looking approach to design, requiring adaptability and an understanding of emerging technologies.

📈 Primary Responsibilities

• Spearhead the design strategy and execution for the core app experience, acting as the primary advocate for user needs and design best practices in close collaboration with Product Management and Engineering.

• Design and iterate on high-fidelity user interfaces and interaction flows that deliver a seamless, intuitive, and emotionally resonant experience across the entire customer journey.

• Own the design of critical product surfaces such as core navigation, feature discovery and engagement mechanisms, seamless integration of clinical screening and referral pathways, and other key touchpoints that drive user activation, trial-to-paid conversion, and long-term retention.

• Develop and refine UX copy and microcopy across the product, including feature titling, educational content, and navigation elements, ensuring consistency with BetterSleep's brand voice and tone.

• Design for global audiences by considering localization needs, including text expansion, right-to-left (RTL) language support, and cultural nuances across the 6+ supported languages.

• Collaborate effectively with Engineers, Product Managers, and fellow Designers to solve complex user problems, navigate technical constraints, and ensure the scalable implementation of product experiences.

• Leverage quantitative data, A/B experimentation results, and qualitative insights into human behavior to identify and prioritize opportunities for enhancing conversion rates, user engagement, and overall product adoption.

• Design personalized and adaptive user experiences, contributing to the development of user flows that dynamically respond to individual user needs, sleep goals, behaviors, and future AI-driven product capabilities.

• Participate actively in user research initiatives and competitive analysis to gather insights that inform product strategy and ensure the delivery of a best-in-class mobile user experience.

• Engage actively in agile development processes, including ceremonies and cross-functional team rituals, to ensure efficient and effective product development cycles.

• Provide actionable recommendations to management regarding process improvements, tooling enhancements, and best practices within the design team.

• Ensure adherence to Android and Apple platform guidelines, staying abreast of new platform developments and communicating relevant updates to the team.

• Cultivate strong relationships with cross-functional stakeholders, articulating complex design ideas, strategic goals, and design rationale with clarity and persuasive effectiveness.

• Mentor and guide junior designers, fostering a collaborative and growth-oriented design environment.

📝 Enhancement Note: The responsibilities highlight a senior-level ownership of core product areas, emphasizing strategic thinking, user advocacy, and data-driven iteration. The inclusion of "clinical screening and referral flows" within a consumer wellness app suggests a unique challenge that requires sensitivity, clear communication, and seamless integration into the existing user experience. The focus on "personalization" and "AI-driven user flows" points to a need for designers who can think ahead and design for future product evolution.

🎓 Skills & Qualifications

Education: Bachelor's degree in Design (e.g., Interaction Design, Graphic Design, Human-Computer Interaction) or equivalent professional experience.

Experience: A minimum of 8 years of dedicated experience in Product Design, with a significant focus on mobile applications.

Required Skills:

• Proven expertise in leading the end-to-end design process for mobile applications, from user research and ideation through to launch and iterative improvement.

• A strong portfolio showcasing UI and UX projects that demonstrate a clear process of user research, ideation, launch, iteration, and measurable business or user impact. A link to the portfolio is required.

• Exceptional UX writing sensibility, with a demonstrated ability to craft clear, concise, and emotionally resonant microcopy that aligns with a specific brand voice.

• Experience designing personalized, adaptive, or data-informed product experiences, with a keen interest in shaping future AI-driven user flows.

• Proficiency in industry-standard design and prototyping tools such as Figma, Sketch, and Adobe Creative Suite (CC) for effective communication of UI and UX solutions.

• Understanding of A/B testing methodologies and the ability to translate quantitative results and qualitative feedback into actionable design improvements.

• Demonstrated ability to prioritize design tasks effectively based on user impact and development effort, balancing competing demands.

Preferred Skills:

• In-depth knowledge of the software development process and an understanding of technical limitations and possibilities.

• Prior experience working within the wellness, health tech, behavioral product design, or subscription-based consumer app industries.

📝 Enhancement Note: The requirement for 8+ years of experience in mobile product design, coupled with a strong portfolio that demonstrates measurable results, indicates a need for a seasoned professional capable of driving significant product impact. The emphasis on UX writing and data-informed design, including A/B testing, suggests that the ideal candidate will be a well-rounded designer who can not only create beautiful interfaces but also translate user behavior and business needs into effective design solutions. The preference for experience in wellness or health tech highlights the company's domain and suggests that familiarity with these specific user needs and regulatory considerations would be advantageous.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing a minimum of 8 years of product design experience, with a strong emphasis on mobile applications.

• Detailed case studies demonstrating the complete product design lifecycle: user research, problem definition, ideation, wireframing, prototyping, UI design, user testing, launch, and post-launch iteration.

• Evidence of designing for measurable results, including clear articulation of how design decisions impacted key metrics such as activation, conversion, retention, or engagement.

• Examples of designing personalized, adaptive, or data-informed product experiences, potentially including user flows that respond to individual user data or AI-driven insights.

• Demonstrated proficiency in UX writing and microcopy, with examples of how clear and resonant copy enhanced user experience and guided user actions.

Process Documentation:

• Case studies should clearly outline the user research methodologies employed, including qualitative and quantitative approaches.

• Documentation of the iterative design process, including how feedback from A/B tests, user interviews, and analytics informed design revisions.

• Examples of how design decisions were aligned with business objectives and product strategy, demonstrating a strategic approach to design.

• Visual documentation of design outputs, including wireframes, prototypes, final UI designs, and UX copy examples.

📝 Enhancement Note: The portfolio requirements are robust, emphasizing not just the visual output but also the strategic thinking, research, and iterative process behind it. For a Senior Product Designer, demonstrating measurable impact through data and A/B testing is critical. The inclusion of personalized and AI-driven experiences suggests a need for forward-thinking design approaches, while UX writing proficiency ensures a holistic view of the user experience.

💵 Compensation & Benefits

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

Benefits:

• Comprehensive health, dental, and vision insurance coverage.

• Retirement savings plan with employer matching contributions.

• Commuter benefits to support daily travel to a potential hub or for related work expenses.

• Lunch benefits, such as UberEats credits, to support employees during working hours.

• Free access to telehealth services.

• Complimentary access to BetterHelp services, offering mental health support.

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

• Eligibility for a performance-based bonus.

Working Hours: Standard full-time working hours are expected, typically around 40 hours per week, with flexibility often afforded to remote employees to manage their schedules effectively, provided core collaboration times are met.

📝 Enhancement Note: The provided salary range of $155,000 - $185,000 USD for a Senior Product Designer in the United States is within the expected range for experienced professionals in this field, especially for a fully remote role with a well-funded company. The benefits package is comprehensive, including standard health and retirement plans, along with unique perks like commuter/lunch benefits, and access to telehealth and BetterHelp services, which align with a wellness-focused company. The mention of a performance bonus adds to the total compensation potential.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, Health & Wellness, Mobile Applications. BetterSleep operates within the rapidly growing digital health and wellness sector, specifically focusing on sleep improvement through a leading mobile application. This industry is characterized by innovation, data-driven approaches, and a strong emphasis on user well-being and scientific backing. The company's backing by BetterHelp and Teladoc positions it as a significant player with the resources of a large corporation but the agility of a startup.

Company Size: While not explicitly stated, the company operates with a lean, high-conviction team and has over 85 million downloads, suggesting a substantial user base and likely a medium to large-sized organization when considering its parent companies. This size implies established processes but also the potential for significant impact and visibility for individual contributors.

Founded: BetterSleep has evolved significantly, now transforming into a connected sleep-health platform. Its history as a content-driven app and its current strategic pivot indicate a dynamic and evolving company culture focused on growth and innovation.

Team Structure:

• The design team is lean and operates with a high degree of ownership and speed, characteristic of a startup environment.

• This Senior Product Designer role will likely work within a cross-functional pod or team structure, closely partnering with Product Managers and Engineers.

Methodology:

• Continuous experimentation is a core methodology, with ongoing A/B testing across various aspects of the app, including onboarding, subscription pricing, and content engagement.

• The company emphasizes a data-driven approach, using insights from experimentation and user behavior to inform product decisions and drive business outcomes.

• There's a focus on behavioral science and personalization, integrating scientific principles into product design to create meaningful change in user sleep habits.

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

📝 Enhancement Note: The company culture is described as lean, high-conviction, and fast-paced, combining startup agility with the resources of larger entities (BetterHelp, Teladoc). This suggests an environment where individual contributions are highly visible and impactful. The emphasis on continuous experimentation and data-driven decision-making, coupled with a focus on behavioral science and personalization, indicates a sophisticated and evolving product development approach. The industry context of digital health and wellness is crucial for understanding the user base and the mission.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as Senior Product Designer. This level typically signifies an individual contributor with deep expertise in product design, capable of owning significant product areas, mentoring others, and influencing product strategy. A Senior Designer is expected to work with a high degree of autonomy, drive complex projects from conception to launch, and demonstrate a strong understanding of business objectives and user needs. For BetterSleep, this means owning the foundational user experience that directly impacts millions of users and business outcomes.

Reporting Structure: The Senior Product Designer will likely report to a Design Lead or Head of Design. They will work in close partnership with Product Managers and Engineering leads within a cross-functional team structure, often referred to as a "pod." This collaborative reporting structure ensures alignment across disciplines and facilitates efficient product development.

Operations Impact: The core app experience is central to BetterSleep's transformation into a connected sleep-health platform. The Senior Product Designer's work will directly influence user acquisition, activation rates, subscription conversion, user retention, and ultimately, the company's ability to achieve its mission of helping people sleep better. Designing for personalization and clinical pathways will have a direct impact on user health outcomes and the perceived value of the platform, thereby driving business success.

Growth Opportunities:

• Design Leadership: Potential to grow into a Lead Product Designer or Head of Design role, managing a team, setting design vision, and driving design strategy for larger product initiatives.

• Specialization: Opportunity to deepen expertise in specific areas such as personalization, AI-driven product design, behavioral science in design, or health tech product development.

• Cross-functional Advancement: Exposure to product strategy, business development, and even leadership roles within the broader organization due to the strategic nature of the core experience.

• Mentorship & Skill Development: Formal and informal opportunities to mentor junior designers, lead design critiques, and develop leadership and strategic thinking skills. Continuous learning through experimentation and exposure to cutting-edge design challenges.

📝 Enhancement Note: The "Operations Career Level" is re-framed as "Senior Product Designer" to accurately reflect the job title. The analysis emphasizes the strategic impact of this role on both user health and business metrics, given its focus on the core app experience. Growth opportunities are detailed to show a clear career progression path within design leadership, specialization, and broader organizational influence.

🌐 Work Environment

Office Type: This is a Fully Remote position, with no requirement for physical presence in an office. This offers maximum flexibility for employees across the United States.

Office Location(s): While the role is fully remote within the United States, the company is backed by BetterHelp and Teladoc, which may have physical headquarters or operational hubs. However, for this specific role, the primary work environment is a remote setup.

Workspace Context:

• Employees are expected to maintain a dedicated and productive remote workspace, equipped with reliable internet access and necessary tools.

• The collaborative environment will be facilitated through digital communication and project management tools, requiring strong asynchronous and synchronous communication skills.

• Access to design tools (Figma, Sketch) and collaboration platforms (e.g., Slack, Zoom, Jira) will be integral to the daily workflow.

Work Schedule: The role operates within a standard full-time framework (approximately 40 hours per week). While remote, employees are expected to manage their schedules to ensure availability for team meetings, critical project deadlines, and cross-functional collaboration, often aligning with core business hours within the United States.

📝 Enhancement Note: The "Office Type" is clarified as "Fully Remote" based on the job listing. The "Workspace Context" emphasizes the digital nature of the work environment and the tools required for effective remote collaboration. The "Work Schedule" acknowledges the standard full-time expectation while highlighting the flexibility inherent in remote roles.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio by the hiring team to assess qualifications and experience.

• Hiring Manager Interview: A discussion with the hiring manager focusing on your experience, design philosophy, approach to core product challenges, and alignment with BetterSleep's mission and values. Expect questions about your portfolio case studies.

• Design Challenge/Portfolio Presentation: A practical exercise or a deep dive into your portfolio. You will likely be asked to present specific case studies, explaining your design process, the problems you solved, the solutions you proposed, and the impact of your work. This may involve a hypothetical scenario or a critique of an existing product.

• Cross-functional Interviews: Meetings with Product Managers and Engineers to assess your collaboration style, communication skills, and ability to work effectively within a cross-functional team. Discussions may revolve around technical constraints and product strategy.

• Final Interview: Potentially with a senior leader or executive, focusing on strategic thinking, leadership potential, and cultural fit.

Portfolio Review Tips:

• Curate Selectively: Choose 2-3 of your strongest, most relevant case studies that highlight your experience with mobile apps, core experience design, personalization, and data-informed iteration.

• Tell a Story: For each case study, clearly articulate the problem, your role and process, the challenges faced, the solutions you designed, and most importantly, the measurable outcomes and impact. Use visuals effectively.

• Highlight Impact: Quantify results whenever possible (e.g., "Increased conversion by X%", "Reduced user drop-off by Y%"). Explain how your design decisions directly contributed to these outcomes.

• Showcase UX Writing: If your portfolio includes UX writing examples, ensure they are clearly presented and demonstrate your ability to craft clear, resonant, and on-brand copy.

• Address Design Trade-offs: Be prepared to discuss the decisions you made, the trade-offs you considered, and why you chose specific solutions over others.

• Demonstrate Collaboration: Briefly touch upon how you collaborated with PMs, Engineers, and other stakeholders.

Challenge Preparation:

• Understand the Product: Familiarize yourself with the BetterSleep app, its current features, target audience, and business goals.

• Think Strategically: Prepare to discuss how you would approach designing for user activation, subscription conversion, and retention within a wellness context.

• Behavioral & Data Focus: Be ready to discuss how you use user research, behavioral science principles, and data analytics to inform your design decisions.

• Personalization & AI: Consider how you would approach designing personalized experiences and how you envision AI impacting the core sleep experience.

• Platform Guidelines: Review current iOS and Android design guidelines.

📝 Enhancement Note: The interview process is structured to assess a candidate's end-to-end design capabilities, strategic thinking, and collaborative skills. The portfolio review is critical, requiring candidates to demonstrate not only design craft but also tangible impact and a deep understanding of the product development lifecycle. Preparation for a design challenge, focusing on the specific domain (wellness, sleep) and technical aspects (personalization, AI), is essential.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Expected to be the primary tool for UI design, prototyping, and collaboration. Proficiency in creating design systems, components, and interactive prototypes is essential.

• Sketch: May also be used, particularly for legacy projects or specific design workflows. Familiarity with Sketch alongside Figma is beneficial.

• Adobe Creative Suite (CC): Likely used for asset creation, image editing, or more specialized visual design tasks. Proficiency in Photoshop and Illustrator may be required.

Analytics & Reporting:

• A/B Testing Platforms: Experience with tools used for running and analyzing A/B tests (e.g., Optimizely, LaunchDarkly, internal tools) is crucial for data-informed design.

• Product Analytics Tools: Familiarity with platforms like Amplitude, Mixpanel, or Google Analytics for understanding user behavior, tracking feature adoption, and measuring engagement metrics.

• Data Visualization Tools: While not explicitly mentioned, understanding how to interpret data visualizations or collaborate with analysts is beneficial.

CRM & Automation:

• While not directly a CRM role, an understanding of how user data flows through a system, from acquisition to subscription, is important. Familiarity with subscription management platforms or related user lifecycle tools could be advantageous.

• Project Management Tools: Proficiency in tools like Jira, Asana, or Trello for managing design tasks, tracking progress, and collaborating within agile sprints.

📝 Enhancement Note: The core design tools mentioned are Figma, Sketch, and Adobe CC. The role heavily relies on data-driven design, so proficiency with A/B testing platforms and product analytics tools like Amplitude or Mixpanel is critical. While not a traditional operations role, an understanding of user lifecycle management and project management tools is essential for effective collaboration and execution.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and advocating for the user's needs, ensuring that design decisions prioritize user well-being and create meaningful experiences.

• Data-Driven Innovation: A culture that values experimentation and relies on data, A/B testing, and behavioral insights to inform design strategies and drive continuous improvement.

• Collaboration & Ownership: A high-conviction environment where team members take ownership of their work, collaborate effectively across disciplines, and move fast to achieve shared goals.

• Craftsmanship & Detail: A strong emphasis on design quality, attention to detail in both UI and UX writing, and a commitment to creating polished, intuitive, and emotionally resonant experiences.

• Mission-Driven Impact: A shared passion for BetterSleep's mission to help people sleep better, fostering a sense of purpose and contributing to positive societal impact.

Collaboration Style:

• Cross-functional Partnership: The design team works closely with Product Management and Engineering in agile pods, fostering a highly collaborative and integrated product development process.

• Open Communication: An environment that encourages clear, direct, and transparent communication, with an emphasis on articulating design rationale and providing constructive feedback.

• Experimentation Culture: A willingness to test ideas, learn from outcomes (both successes and failures), and iterate rapidly based on insights gained through continuous experimentation.

• Mentorship & Knowledge Sharing: A culture that supports the growth of its designers through mentorship, design critiques, and the sharing of best practices and learnings.

📝 Enhancement Note: The company culture emphasizes a blend of rapid execution and user-centricity, driven by data and a strong mission. The collaborative style is key, with designers deeply integrated into cross-functional teams. The values highlight a commitment to quality, impact, and continuous learning, which are crucial for a role focused on a core product experience.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Core Experience with Platform Evolution: Designing the foundational "core app experience" while the company is transforming into a "connected sleep-health platform" requires a strategic vision that accommodates future growth and integration of new features (e.g., clinical screening, AI).

• Driving Behavioral Change: The core challenge of a sleep app is encouraging users to adopt and maintain healthy sleep habits. Designing experiences that are both engaging and effective in driving long-term behavioral change is complex.

• Personalization at Scale: Developing sophisticated personalization strategies that genuinely improve the user experience without becoming overwhelming or intrusive, especially as AI capabilities grow.

• Seamless Integration of Health Services: Designing user flows for clinical screening and referral pathways that feel natural and non-disruptive within a consumer wellness app, requiring sensitivity and clear communication.

• Global Localization Complexity: Ensuring the core experience is culturally relevant, linguistically appropriate, and technically sound across multiple languages and regions.

Learning & Development Opportunities:

• Deep Dive into Behavioral Science: Opportunity to apply and expand knowledge of behavioral psychology and habit formation in the context of sleep health.

• AI-Driven Design: Hands-on experience in designing for emerging AI capabilities and understanding how to leverage AI to create more personalized and effective user experiences.

• Health Tech Product Design: Gaining expertise in the nuances of designing for health and wellness products, including user privacy, data security, and regulatory considerations.

• Strategic Product Influence: Developing a deeper understanding of business strategy, subscription models, and market dynamics, with the potential to influence product direction at a senior level.

• Mentorship & Leadership: Opportunities to mentor junior designers, lead design initiatives, and potentially grow into design leadership roles within a rapidly evolving company.

📝 Enhancement Note: The identified challenges are specific to the role and company context, focusing on the complexities of evolving a core product, driving behavioral change, and integrating advanced features like AI and health services. The growth opportunities highlight areas for skill development and career advancement that are directly relevant to the role's responsibilities and the company's strategic direction.

💡 Interview Preparation

Strategy Questions:

• "How would you approach redesigning a core navigation system for a mobile app aiming to balance feature discovery with user simplicity, considering our mission to help users sleep better?" (Focus on your process, user research, and trade-offs).

• "Describe a time you used data and A/B testing to significantly improve a key metric (e.g., conversion, retention) for a mobile product. What was your role, and what were the key learnings?" (Highlight your analytical skills and impact).

• "How would you design a user flow for a clinical screening feature within a consumer wellness app to ensure it feels seamless, trustworthy, and encourages user completion?" (Assess your ability to handle sensitive health information and integrate complex features).

Company & Culture Questions:

• "What excites you about BetterSleep's mission, and how does your design philosophy align with helping people improve their sleep?" (Demonstrate your passion and cultural fit).

• "How do you approach collaboration with Product Managers and Engineers, especially when there are differing opinions on design direction?" (Assess your teamwork and communication skills).

• "Describe your experience mentoring junior designers. What is your approach to fostering growth and providing constructive feedback?" (Evaluate your leadership potential and team contribution).

Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly define the problem, your role and responsibilities, the design process you followed, the key decisions and challenges, your proposed solutions, and the measurable outcomes.

• Visual Clarity: Use high-quality visuals (wireframes, mockups, prototypes) that clearly illustrate your design solutions. Annotate key elements to explain your rationale.

• Focus on Impact: Emphasize the "why" behind your design choices and connect them directly to business goals and user benefits. Quantify results whenever possible.

• Discuss Trade-offs: Be prepared to discuss the compromises you made and why, demonstrating a pragmatic approach to design.

• Demonstrate UX Writing: If applicable, highlight your UX writing contributions and explain how they enhanced the user experience or guided user actions.

• Engage in Dialogue: Treat the presentation as a conversation. Be ready to answer questions and discuss your work in detail, showing enthusiasm and a deep understanding.

📝 Enhancement Note: The interview preparation focuses on strategic thinking, data-driven design, and the specific challenges of the wellness tech industry. The portfolio presentation strategy emphasizes clarity, impact, and storytelling, which are crucial for demonstrating senior-level design capabilities and driving home the value of past work.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Workable.

• Curate Your Portfolio: Select 2-3 of your strongest mobile product design case studies that best showcase your experience with core experience design, personalization, data-informed iteration, and UX writing. Ensure each case study clearly articulates the problem, your process, your solutions, and the measurable impact.

• Tailor Your Resume: Highlight your 8+ years of experience in mobile product design, specific skills in Figma/Sketch, A/B testing, and UX writing. Quantify achievements where possible to demonstrate your impact.

• Prepare Your Presentation: Practice walking through your selected portfolio case studies, articulating your design rationale, trade-offs, and outcomes clearly and concisely. Be ready to discuss how your work aligns with BetterSleep's mission.

• Research BetterSleep: Familiarize yourself with the BetterSleep app, its mission, target audience, and recent developments. Understand their transformation into a sleep-health platform and how your role contributes to this vision.

⚠️ 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.