Sr Product Designer, Corporate Travel (100% Remote - USA)

📍 Job Overview

Job Title: Sr. Product Designer, Corporate Travel (100% Remote - USA) Company: Hopper Location: United States (Remote) Job Type: Full-Time Category: Product Design / UX Design (GTM & B2B Focus) Date Posted: January 21, 2026 Experience Level: Mid-Senior Level (3+ years) Remote Status: 100% Remote

🚀 Role Summary

• This role is a foundational position within Hopper's new B2B Corporate Travel vertical, offering a unique opportunity to shape product strategy and user experience from inception.
• The Senior Product Designer will lead the design process end-to-end for web experiences, translating complex business needs into elegant, user-centric solutions.
• Success in this role hinges on a strong ability to navigate ambiguity, drive rapid iteration based on qualitative and quantitative insights, and effectively balance user needs with business objectives and technical feasibility.
• This is a strategic design leadership opportunity, requiring close collaboration with cross-functional stakeholders to define problems, explore solutions, and deliver impactful features that resonate with a new customer segment.

📝 Enhancement Note: While the role is listed as "Product Designer," the emphasis on building a new product from the ground up, leading design, and working with business stakeholders positions this as a Senior or Lead Product Designer role, especially given the "founding member" and "design lead" language. The B2B and Corporate Travel focus indicates a GTM (Go-To-Market) or B2B Operations alignment, where understanding customer needs and driving adoption are critical.

📈 Primary Responsibilities

• Lead the design of end-to-end web experiences for the new B2B Corporate Travel vertical, from initial concept and user research through to final launch and post-launch iteration.
• Conduct in-depth customer interviews and usability testing sessions to gather qualitative feedback, directly informing design decisions and product strategy.
• Leverage quantitative data, including user behavior tracking, A/B testing results, and key performance metrics, to validate design hypotheses and drive iterative improvements.
• Collaborate closely with Product Managers, Engineers, and Business Stakeholders in an agile environment to clearly define problems, brainstorm innovative solutions, and ensure successful feature delivery.
• Translate complex business workflows and user needs into simple, intuitive, and logical user interfaces that minimize user friction and maximize efficiency.
• Proactively identify and make smart trade-offs between speed of delivery, learning opportunities, and competing priorities, demonstrating strong judgment and decisiveness.
• Act as the primary user advocate, ensuring that user needs and pain points are consistently represented while effectively balancing them against business goals and technical constraints.
• Lead and facilitate design reviews with both internal teams and external partners, building strong cases for design decisions and incorporating constructive feedback.
• Contribute to the development of a scalable design system and best practices for the new B2B product offering.

📝 Enhancement Note: The responsibilities highlight a deep involvement in the entire product lifecycle, from ideation through to iteration. The emphasis on "customer interviews," "usability tests," "tracking user behavior," and "analyzing metrics" points to a data-informed design approach, crucial for GTM and B2B success where user adoption and ROI are key performance indicators. The "founding member" aspect implies a need for initiative and a proactive approach to defining processes.

🎓 Skills & Qualifications

Education:

• While no specific degree is mandated, a strong academic background in Design, Human-Computer Interaction (HCI), or a related field is beneficial. Emphasis will be placed on practical experience and a demonstrable portfolio.

Experience:

• Minimum of 3+ years of professional experience designing modern digital products, with a significant portion focused on web applications and B2B solutions.
• Proven track record of successfully designing and launching 0-to-1 experiences, demonstrating the ability to take a product from concept to market.

Required Skills:

• End-to-End Product Design: Expertise in designing complex web experiences, encompassing user flows, wireframing, prototyping, and high-fidelity UI design.
• User Research & Validation: Proficiency in conducting customer interviews, usability testing, and leveraging qualitative feedback to inform design decisions.
• Data-Driven Design: Ability to interpret user behavior data, analyze metrics, and run experiments (A/B testing) to validate design effectiveness and iterate.
• Prototyping Tools: Advanced proficiency with industry-standard prototyping tools such as Figma, and experience with other prototyping software.
• Agile Collaboration: Demonstrated ability to work effectively within agile development cycles, collaborating closely with product managers and engineers.
• Design Rationale & Communication: Strong ability to articulate design decisions, justify choices with data and user insights, and present to diverse stakeholders.
• User Advocacy & Business Acumen: Skill in balancing user needs with business objectives and technical constraints, making informed trade-offs.

Preferred Skills:

• Experience within the travel industry, particularly in B2B travel solutions or corporate travel management platforms.
• Familiarity with fintech products and integrations, given Hopper's strong background in this area.
• Experience contributing to or establishing design systems for new product lines.
• Familiarity with a lean startup or founding team environment, demonstrating resourcefulness and a "scrappy" approach.

📝 Enhancement Note: The requirement for "3+ years designing modern digital products" and a "strong portfolio showcasing end-to-end web design work and process" is critical. For a role building a new B2B vertical, demonstrating experience in "0-to-1 experiences" and "designing modern digital products" is paramount. The mention of "Figma and prototyping tools" is specific and important for ATS keyword matching. The emphasis on "data-driven decisions" and "assessing technical feasibility" are core to operations-adjacent roles.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate End-to-End Design Process: Showcase a minimum of 2-3 comprehensive case studies that clearly illustrate your involvement from problem definition and user research through to final design and iteration.
• Highlight 0-to-1 Experience: Feature at least one project that clearly demonstrates your ability to build a product or significant feature from its initial concept and ideation phases.
• Showcase Data & User Insights: Include examples of how you've integrated qualitative (user interviews, testing) and quantitative (metrics, analytics) data to inform and validate design decisions.
• Illustrate Collaboration: Provide evidence of effective collaboration with product, engineering, and business stakeholders, detailing your role in cross-functional problem-solving and decision-making.
• Focus on Web Experiences: Prioritize projects that are web-based, reflecting the primary output for this role.

Process Documentation:

• Your portfolio should implicitly or explicitly document your personal design process, including how you:
  • Define user problems and business requirements.
  • Conduct user research and competitive analysis.
  • Develop user flows, wireframes, and interactive prototypes.
  • Iterate based on feedback and data.
  • Collaborate with engineering for implementation.
  • Measure the success of launched features.

📝 Enhancement Note: For a design role, the portfolio is paramount. Emphasizing the "end-to-end process," "0-to-1 experience," and "data-driven decisions" directly aligns with the job description's core requirements and the need to demonstrate a structured, impactful approach to design within a GTM context.

💵 Compensation & Benefits

Salary Range: $200,000 - $250,000 USD per year

• This salary range is competitive for a Senior Product Designer role in the US market, particularly for a remote position with a pre-IPO company experiencing significant growth. The range reflects the experience level, the strategic importance of the role as a founding member of a new vertical, and the company's financial backing.

Benefits:

• Financial:
  • Competitive Salary
  • Pre-IPO Equity Packages
  • Carrot Cash travel stipend
  • Work-from-home stipend
• Time Off:
  • Unlimited PTO
  • Generous Parental Leave (above industry standards)
• Health & Wellness:
  • 100% employer-paid Medical, Dental, and Vision coverage for employees
  • Health Reimbursement Account (HRA)
  • DCA/FSA (Dependent Care Assistant/Flexible Spending Account)
  • Access to Disability & Life insurance
• Work Environment:
  • 100% Remote (USA)
  • Access to co-working space on demand through FlexDesk
  • Entrepreneurial culture focused on innovation and risk-taking
  • Open communication with management and leadership
  • Small, dynamic teams leading to massive impact
• Retirement:
  • Access to 401k plan

Working Hours:

• While not explicitly stated, a full-time role typically implies approximately 40 hours per week. However, the "entrepreneurial culture" and "founding team" aspect suggest flexibility may be required, with an emphasis on output and impact rather than strict adherence to hours.

📝 Enhancement Note: The provided salary range is specific and valuable. The benefits list is extensive and should be highlighted to attract top talent. The "carrots cash travel stipend" and "flexdesk" are unique perks. The mention of "pre-IPO equity" is a significant draw for startup roles.

🎯 Team & Company Context

🏢 Company Culture

Industry: Travel Technology / Travel Fintech Company Size: Large (Likely 500-1000+ employees, based on Hopper's substantial funding and market presence, though specific HTSI B2B division size is not detailed). This size suggests a blend of startup agility with established processes. Founded: Hopper was founded in 2007. The B2B vertical (HTS) has grown significantly more recently, representing over 75% of the business.

Team Structure:

• The Senior Product Designer will be a founding member of the new B2B Corporate Travel vertical, working in a small, dynamic team environment.
• This role involves close collaboration with Product, Engineering, and Business Stakeholders, indicating a matrixed or project-based reporting structure within the new vertical.
• The designer will likely report into a Head of Product or Design Lead for the B2B division, with direct interaction across the leadership of the new vertical.

Methodology:

• Hopper's core methodology revolves around leveraging "massive amounts of data and advanced machine learning algorithms" to provide "transparency, flexibility and savings."
• For this role, expect a strong emphasis on data-informed design, iterative development (agile), and a customer-centric approach to problem-solving.
• The "entrepreneurial culture" implies a mindset of rapid experimentation, learning from failures, and a willingness to adapt quickly.

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

📝 Enhancement Note: Framing Hopper's industry and size helps candidates understand the operational environment. Highlighting the "founding member" aspect for the B2B vertical is key to setting expectations for autonomy and impact. The company's data-driven ethos is a critical cultural element for operations-minded professionals.

📈 Career & Growth Analysis

Operations Career Level: Senior Individual Contributor / Design Lead

• This role is positioned as a Senior Product Designer, acting as a foundational member and design lead for a new B2B product. This implies a high degree of autonomy, strategic input, and the opportunity to influence product direction. It's an individual contributor role with leadership responsibilities in design.

Reporting Structure:

• The designer will report into leadership within the new B2B Corporate Travel vertical. This could be a Head of Product, Director of Design, or a similar senior role overseeing the vertical's growth.
• Close collaboration with engineering and product management teams is expected, forming a core product triad for the new initiative.

Operations Impact:

• As a founding member of a new B2B vertical, the Senior Product Designer will have a direct and significant impact on the success of Hopper's expansion into the corporate travel market.
• The design of user experiences will directly influence customer acquisition, adoption rates, user satisfaction, and ultimately, revenue generation for the B2B segment. Success in this role will be measured by the effectiveness and adoption of the designed products.

Growth Opportunities:

• Design Leadership: Opportunity to grow into a formal Design Lead or Manager role as the B2B team expands.
• Product Strategy Influence: Significant opportunity to shape the product roadmap and strategic direction of a new business vertical.
• Skill Specialization: Deepen expertise in B2B product design, travel tech, and fintech integrations.
• Cross-Functional Development: Gain experience in product management, business strategy, and engineering collaboration in a high-growth environment.
• Impactful Projects: Build a portfolio with high-visibility, foundational projects for a rapidly growing company.

📝 Enhancement Note: Detailing the "founding member" aspect and its implications for career growth is crucial. Linking design impact directly to revenue and business success provides context for operations-minded candidates. The growth opportunities should emphasize both design leadership and strategic influence.

🌐 Work Environment

Office Type: Fully Remote (USA)

• This role is 100% remote, offering flexibility and the ability to work from anywhere within the United States.
• While remote, Hopper offers access to co-working spaces on demand through FlexDesk, providing an option for in-person collaboration or a change of scenery.

Office Location(s):

• While the company has physical offices (e.g., New York), this specific role is designated as 100% remote within the USA.

Workspace Context:

• Collaborative Environment: Expect a highly collaborative remote environment, requiring strong communication skills, proactive engagement, and comfort with virtual collaboration tools (e.g., Slack, Zoom, Figma).
• Tools & Technology: Access to a modern tech stack, including Figma for design and prototyping, and likely other tools for project management, communication, and data analysis.
• Operations Focus: The remote setup necessitates a self-disciplined and organized approach to managing workflows and meeting deadlines, aligning with operational efficiency principles.

Work Schedule:

• Standard full-time hours are expected, but with an entrepreneurial culture and remote flexibility, there's an emphasis on results and output. Occasional flexibility may be needed for cross-time zone collaboration or critical launch periods.

📝 Enhancement Note: Explicitly stating the remote nature and offering context on the co-working space option is important. Highlighting the need for self-discipline in a remote "operations" context is relevant.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A recruiter will likely review your application, focusing on your resume and portfolio link.
• Portfolio Presentation & Discussion: An interview with a Design Lead or Hiring Manager to walk through your portfolio. Expect to discuss your process, design decisions, and how you've leveraged data and user feedback.
• Cross-Functional Interviews: Interviews with Product Managers and Engineers to assess collaboration style, technical understanding, and ability to articulate design rationale.
• Founding Team/Leadership Interview: A final interview with senior leadership (e.g., Head of B2B, VP of Product) to evaluate cultural fit, strategic thinking, and alignment with the company's entrepreneurial spirit.

Portfolio Review Tips:

• Tell a Story: Structure your case studies as narratives, clearly outlining the problem, your approach, your specific contributions, the solutions you designed, and the outcomes achieved.
• Highlight Process: Explicitly detail your design process for each case study. Show the "messy middle" – your research, iterations, and how you handled constraints.
• Quantify Impact: Whenever possible, use metrics and data to demonstrate the success of your designs. If exact numbers aren't available, describe the expected impact or lessons learned.
• Showcase 0-to-1: Ensure at least one case study demonstrates your ability to build something from scratch, highlighting ideation and early-stage validation.
• Tailor to B2B: If possible, highlight any B2B or complex workflow design experience. Emphasize how you balance user needs with business objectives.
• Technical Feasibility: Be prepared to discuss how you considered technical constraints and collaborated with engineering.

Challenge Preparation:

• You may be given a design challenge, either take-home or live, related to the corporate travel domain.
• Focus on understanding the business context (B2B travel, corporate needs, efficiency, cost savings).
• Demonstrate a structured approach: problem definition, user needs, proposed solutions, and how you'd validate them.
• Be ready to present your work clearly and concisely, justifying your decisions.

📝 Enhancement Note: Providing specific tips for the portfolio review and interview process is crucial for candidates. Emphasizing the "0-to-1" aspect and "data-driven validation" aligns with operations best practices. The mention of a potential "design challenge" prepares candidates for practical assessments.

🛠 Tools & Technology Stack

Primary Design Tools:

• Figma: This is explicitly mentioned and will be the core tool for UI design, prototyping, and collaboration. Proficiency is essential.
• Prototyping Tools: Beyond Figma's built-in capabilities, experience with specialized prototyping tools (e.g., ProtoPie, Framer) might be beneficial but not explicitly required.

Collaboration & Communication:

• Slack: Standard for remote team communication.
• Zoom/Google Meet: For video conferencing and virtual meetings.
• Confluence/Jira: Likely used for project management and documentation, especially in an agile environment.

Data & Analytics (Indirect Use):

• While not a primary tool for the designer, understanding how to access and interpret data from tools like Amplitude, Google Analytics, or internal dashboards will be crucial for data-driven decision-making.
• Familiarity with CRM systems (e.g., Salesforce) might be helpful for understanding B2B customer journeys, although not explicitly listed as a requirement.

Integration & Automation (Contextual):

• Understanding the potential for system integrations and workflow automation within a B2B travel platform can inform design decisions, even if direct implementation is not required.

📝 Enhancement Note: Highlighting Figma as the primary tool is key. Mentioning other collaboration and project management tools provides a more complete picture of the remote work environment. The indirect mention of analytics and CRM tools connects the design role to the broader operational context.

👥 Team Culture & Values

Operations Values:

• Customer-Centricity: A strong focus on understanding and solving real customer problems, especially for the new B2B segment.
• Data-Driven Decision Making: Valuing insights from research, testing, and metrics to guide product development and ensure effectiveness.
• Bias for Action & Speed: Embracing an entrepreneurial spirit where moving quickly, learning, and iterating is paramount.
• Resourcefulness & Scrappiness: Thriving in ambiguity, finding creative solutions, and demonstrating a "no ego" attitude towards being wrong or changing direction.
• Collaboration & Transparency: Working effectively with cross-functional teams and maintaining open communication.
• Innovation: A culture that encourages pushing limits and taking smart risks to achieve ambitious goals.

Collaboration Style:

• Agile & Iterative: Working in sprints, with frequent feedback loops between design, product, and engineering.
• Cross-Functional Partnership: Design is seen as an integral part of the product development process, working hand-in-hand with other functions.
• Open Communication: Encouraging direct and honest feedback, with a focus on achieving shared goals.
• Impact-Oriented: Teams are focused on delivering tangible results and making a significant impact on the business and customer experience.

📝 Enhancement Note: Connecting company values to "operations" principles like data-driven decision-making, efficiency (speed), and collaboration provides a strong link for operations professionals.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Ambiguity: Building a new B2B vertical from the ground up means dealing with undefined processes, evolving requirements, and market uncertainty.
• Balancing Speed & Quality: The need to move quickly in a startup environment while ensuring the quality and user-centricity of the product.
• Defining a New Customer Segment: Understanding the unique needs and pain points of corporate travelers and businesses, which may differ significantly from Hopper's existing B2C audience.
• Cross-Functional Alignment: Ensuring seamless collaboration and shared understanding across product, engineering, and business stakeholders, especially in a remote setting.
• Technical Constraints: Designing within the limitations and possibilities of the underlying technology stack.

Learning & Development Opportunities:

• Strategic Design Leadership: Opportunity to influence product strategy and define the design vision for a new business area.
• B2B Product Expertise: Develop deep knowledge in designing for enterprise clients and complex business workflows.
• Fintech Integration: Gain exposure to and experience with integrating financial technology products into travel solutions.
• Startup Growth Environment: Learn to operate effectively in a fast-paced, high-growth startup environment.
• Mentorship: Potential for mentorship from experienced leaders within Hopper, particularly within the new B2B division.

📝 Enhancement Note: Framing challenges in terms of "ambiguity," "efficiency," and "process definition" resonates with an operations mindset. Growth opportunities should highlight strategic impact and skill development relevant to GTM roles.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you designed a product or feature from 0 to 1. What was your process, and what were the key challenges?" (Focus on ideation, validation, and iteration).
• "How do you balance user needs with business goals and technical constraints? Provide an example." (Demonstrate strategic trade-offs).
• "Walk us through a complex workflow you've designed. How did you simplify it for the user?" (Highlight UI/UX problem-solving skills).
• "How do you use data and user research to inform your design decisions? Give an example where data changed your initial design direction." (Emphasize data-driven approach).
• "Imagine you're leading the design for our new B2B corporate travel platform. What are the first 3 things you would do?" (Assess strategic thinking and problem identification).

Company & Culture Questions:

• "What interests you about Hopper and specifically our new B2B Corporate Travel vertical?" (Show you've researched the company and understand the market opportunity).
• "Describe your experience working in an entrepreneurial or founding team environment. What are the pros and cons for you?" (Assess adaptability and "scrappy" mindset).
• "How do you handle ambiguity and make decisions when you don't have all the information?" (Evaluate comfort with uncertainty).
• "How do you give and receive feedback, especially in a remote, cross-functional team?" (Assess collaboration and communication skills).

Portfolio Presentation Strategy:

• Focus on Impact: For each case study, clearly articulate the problem, your role, the solution, and the measurable outcome or impact.
• Show Your Process: Don't just show final screens; explain the thinking behind them, including research, wireframes, user flows, and iterations.
• Quantify Where Possible: Use metrics to demonstrate the success of your designs. If quantitative data is unavailable, discuss qualitative feedback and learnings.
• Be Concise and Clear: Respect the interviewer's time. Practice your presentation to ensure it flows logically and hits key points efficiently.
• Prepare for Questions: Anticipate questions about your design choices, trade-offs, and collaboration methods.

📝 Enhancement Note: Tailoring interview questions to assess "process," "data-driven decisions," "strategy," and "collaboration" directly aligns with operations and GTM requirements. Emphasizing portfolio presentation strategy for "impact" and "process" is key.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Ashby.
• Portfolio Customization: Tailor your resume and portfolio to highlight your experience in end-to-end web design, 0-to-1 product development, and your data-informed design process. Ensure your portfolio prominently features case studies that demonstrate these capabilities.
• Resume Optimization: Clearly articulate your experience with Figma, user research, and collaboration in agile environments. Use keywords from the job description such as "Product Design," "User Experience," "Web Design," "Data-Driven Decisions," and "Agile Collaboration."
• Company Research: Understand Hopper's mission, its success in the B2C travel app market, and its strategic expansion into B2B travel and fintech. Research the corporate travel market to understand potential user needs and business challenges.
• Prepare Your Story: Be ready to articulate your design process, your contributions to past projects, and how your skills align with the requirements of building a new B2B vertical. Practice presenting your portfolio confidently, focusing on impact and collaboration.

⚠️ 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.