Sr. Product Designer

📍 Job Overview

Job Title: Sr. Product Designer

Company: Aeropay

Location: Chicago, USA (Hybrid)

Job Type: FULL_TIME

Category: Product Design / UX/UI

Date Posted: May 20, 2026

Experience Level: Mid-Senior Level (5+ years)

Remote Status: Hybrid (4 days in office)

🚀 Role Summary

• Lead the end-to-end product design for Aeropay's innovative consumer-facing payment and rewards experiences, with a strong emphasis on mobile-first user journeys.

• Drive the optimization of critical user flows, including onboarding, checkout, and consumer engagement, to enhance user satisfaction and conversion rates.

• Conduct rigorous user research, usability testing, and customer interviews to gather actionable insights that inform product direction and identify key friction points.

• Translate complex user needs, behavioral data, and strategic business requirements into intuitive, high-performing, and user-centered product designs.

• Utilize advanced design tools like Figma and modern AI-enabled workflows to accelerate design iteration, enhance efficiency, and elevate the overall quality of design output.

📝 Enhancement Note: While this role is for a Product Designer, the emphasis on "Revenue," "Customer Success," and "merchant partners" in the responsibilities, along with the "fintech" and "payments" industry focus, suggests a strong connection to revenue enablement and customer experience optimization, which are core to Revenue Operations and GTM strategies. The "0→1" product environment also implies a need for strong analytical and process-driven design thinking, aligning with operations principles.

📈 Primary Responsibilities

• Spearhead product design initiatives for Aeropay’s evolving consumer payment and rewards platforms, ensuring a cohesive and engaging user experience.

• Design and meticulously optimize mobile-first user journeys, meticulously mapping out flows from initial onboarding through to successful checkout and ongoing consumer engagement.

• Proactively conduct user research, usability testing, and in-depth customer interviews to validate product hypotheses and pinpoint areas of user friction for iterative improvement.

• Translate synthesized user insights, critical behavioral data, and defined business requirements into seamless and intuitive product experiences that drive adoption and retention.

• Develop comprehensive wireframes, interactive prototypes, high-fidelity designs, and detailed interaction flows utilizing industry-standard tools like Figma.

• Foster close, collaborative partnerships with Product Management, Engineering, Revenue, Customer Success teams, and external merchant partners to gather essential feedback and facilitate rapid design iteration cycles.

• Actively contribute to "0→1" product discovery phases, driving rapid experimentation efforts and validating new consumer product concepts through design.

• Perform thorough competitor and market analysis to inform strategic UX decisions and identify opportunities for product differentiation within the competitive fintech landscape.

• Contribute to the definition, evolution, and maintenance of Aeropay’s design systems, SDK experiences, and core consumer interaction patterns to ensure consistency and scalability.

• Leverage AI-enabled design workflows and cutting-edge tooling to enhance design speed, facilitate rapid iteration, and improve overall design quality and output.

• Collaborate closely with the broader Aeropay UX team to uphold design consistency, maintain brand integrity, and elevate the overall design quality across all consumer-facing products.

• Remain current with the latest trends in UX/UI design, fintech innovation, ecommerce best practices, and evolving consumer product landscapes.

📝 Enhancement Note: The responsibilities list heavily emphasizes user-centric design, rapid iteration, and cross-functional collaboration, all of which are critical components of effective Go-To-Market (GTM) operations and driving revenue. The "0→1" product discovery aspect highlights the need for strategic thinking and process development, common in operations roles.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, HCI, Computer Science, or a related field, or equivalent practical experience, is strongly implied.

Experience: Minimum of 5 years of dedicated UX/Product Design experience, with a significant portfolio showcasing expertise in consumer-facing digital products.

Required Skills:

• Demonstrated experience designing and optimizing mobile-first consumer-facing experiences.

• Proven expertise in user-centered design principles and a deep understanding of behavioral UX patterns.

• Strong proficiency with Figma and other modern product design and prototyping tools.

• Ability to conduct and leverage user research, usability testing, and customer feedback to drive design decisions effectively.

• Excellent communication, storytelling, and cross-functional collaboration skills, with the ability to articulate design concepts to diverse stakeholders.

Preferred Skills:

• Background in fintech, payments, ecommerce, gaming, or other high-engagement consumer platforms.

• Experience working on high-growth, emerging product initiatives ("0→1" environments).

• Experience leveraging AI-enabled workflows and tools to accelerate design iteration and execution.

• Familiarity with or experience contributing to design systems and SDK experiences.

• Ability to present design concepts and collaborate effectively with both internal teams and external partners/customers.

📝 Enhancement Note: The preference for fintech/payments experience and "0→1" product work strongly suggests the need for a designer who can think strategically about user acquisition, retention, and conversion, aligning with GTM and Revenue Operations objectives. The emphasis on AI tools also points to an appreciation for efficiency and automation, key operational themes.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A robust portfolio showcasing a minimum of 5 years of impactful UX/Product Design work, with a strong emphasis on consumer-facing digital products.

• Demonstrated case studies detailing the design process for mobile-first consumer experiences, highlighting user research, problem-solving, and iterative design solutions.

• Examples of optimizing user journeys across key flows such as onboarding, checkout, and engagement, with a focus on measurable improvements in user satisfaction or conversion.

• Evidence of translating user insights, behavioral data, and business requirements into intuitive and effective product designs.

Process Documentation:

• Case studies should clearly articulate the design process followed, from initial problem definition and user research through to final design implementation and iteration.

• Documentation should highlight how user feedback, data analysis, and A/B testing (if applicable) were used to refine and validate design decisions.

• Examples of contributions to design systems or reusable UI components are beneficial, demonstrating an understanding of scalable design practices.

• Prototypes should showcase complex interaction flows and demonstrate a deep understanding of mobile-first UX patterns.

📝 Enhancement Note: For a role with GTM implications, the portfolio should ideally demonstrate an understanding of how design choices impact key business metrics like conversion rates, user activation, and retention. This aligns with operations' focus on measurable outcomes and ROI.

💵 Compensation & Benefits

Salary Range: $100,000 - $120,000 USD base salary per year, commensurate with experience (DOE).

Benefits:

• Comprehensive Medical, Dental, and Vision Coverage.

• Generous Maternity and Paternity Leave policies.

• 401(k) plan with an employer match, supporting long-term financial planning.

• Flexible Paid Time Off (PTO) to promote work-life balance and employee well-being.

Working Hours: The role requires 4 days per week in the Aeropay downtown Chicago HQ, with an expectation of 40 hours per week, typical for a full-time position.

📝 Enhancement Note: The salary range is competitive for a Sr. Product Designer role in a major US city like Chicago, especially within the fintech sector. The benefits are standard for a tech company and support employee well-being and financial security. The hybrid work model with 4 in-office days is a common arrangement for roles requiring collaboration and in-person interaction.

🎯 Team & Company Context

🏢 Company Culture

Industry: Financial Technology (Fintech), specializing in payment processing and bank-to-bank (ACH) solutions. Aeropay is modernizing money movement by eliminating traditional card fees and outdated payment rails, offering a faster, safer, and more intuitive payment experience.

Company Size: While not explicitly stated, Aeropay has been recognized by Built In Chicago, suggesting it's a growing startup likely in the 50-250 employee range, and is backed by leading investors. This implies a dynamic, fast-paced environment.

Founded: The incorporation of Built In Chicago recognition in 2026 suggests a company established within the last few years, likely operating in a "0→1" or "1→10" growth phase.

Team Structure:

• The Sr. Product Designer reports to the Head of Product, indicating a direct line into the product leadership and strategy.

• Collaboration is expected across Product, Engineering, Revenue, and Customer Success teams, highlighting a cross-functional, integrated approach to product development and GTM strategy.

Methodology:

• Aeropay emphasizes a user-centered design approach, leveraging user research, behavioral insights, and rapid iteration to validate and evolve products.

• The company is focused on modernizing payment rails, suggesting a commitment to innovation and efficiency in financial transactions.

• A "0→1" product environment implies a culture of experimentation, rapid prototyping, and agility in bringing new concepts to market.

Company Website: aeropay.com

📝 Enhancement Note: The company's focus on "modernizing money movement" and "eliminating card fees" positions it as an innovator. The "0→1" product environment and recognition as a "Best Startup to Work for" suggest a culture that values innovation, agility, and employee growth, which are attractive to operations professionals seeking to build and optimize processes.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a "Sr. Product Designer," indicating a mid-to-senior level contributor with significant autonomy and the ability to lead design initiatives. It requires a deep understanding of UX principles and the capacity to influence product strategy through design.

Reporting Structure: The Sr. Product Designer reports directly to the Head of Product. This provides a clear reporting line and direct access to product leadership, enabling significant influence on product direction and strategy.

Operations Impact: While a design role, the influence on "consumer experience," "next-generation pay-by-bank products," and optimizing "onboarding, checkout, rewards and consumer engagement flows" directly impacts user adoption, retention, and transaction volume. This has a direct correlation to revenue generation and customer lifetime value, key metrics for Revenue Operations.

Growth Opportunities:

• Design Leadership: Potential to grow into a Design Lead or Manager role as the company scales, overseeing a team of designers and shaping the overall design vision.

• Product Strategy Influence: Deepen involvement in product strategy and roadmap planning, leveraging design expertise to guide product development towards user needs and business goals.

• Fintech Specialization: Further develop expertise in the rapidly evolving fintech and payments space, becoming a subject matter expert in consumer payment UX.

• Cross-functional Expertise: Gain broader experience working across Product, Engineering, and Revenue teams, enhancing understanding of the full product lifecycle and GTM execution.

📝 Enhancement Note: The "Sr." title and reporting to the Head of Product suggest a role with significant responsibility and potential for impact. The emphasis on "0→1" product development and cross-functional collaboration with Revenue teams implies opportunities to contribute to GTM strategy and process optimization from a design perspective.

🌐 Work Environment

Office Type: Aeropay operates a hybrid work model, requiring employees to be in their downtown Chicago HQ Monday through Thursday. This suggests a structured office environment designed for collaboration and in-person teamwork.

Office Location(s): The primary work location is Aeropay HQ in downtown Chicago, USA. This central location likely offers good accessibility for employees within the metropolitan area.

Workspace Context:

• The hybrid model necessitates a balance between focused individual work and collaborative team sessions in the office.

• The emphasis on cross-functional collaboration suggests an environment where designers work closely with Product Managers, Engineers, and Revenue teams, likely in open-plan or collaborative workspace settings.

• As a growing fintech startup, the workspace may be modern, agile, and equipped with contemporary design and collaboration tools.

Work Schedule: A standard 40-hour work week is expected, with a mandatory 4-day in-office presence from Monday to Thursday. This structure allows for focused workdays in the office while retaining flexibility for remote work on Fridays.

📝 Enhancement Note: The mandatory 4-day in-office requirement is crucial for operations roles that often rely on real-time collaboration, quick problem-solving sessions, and building strong cross-functional relationships. This setup facilitates the kind of synergy needed for optimizing Go-To-Market processes.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A recruiter or hiring manager will likely conduct an initial call to assess basic qualifications, cultural fit, and interest in the role.

• Portfolio Review & Design Challenge: Candidates will be asked to present their portfolio, walking through key case studies. A design challenge, either take-home or live, focusing on a specific problem related to payment UX or consumer engagement, is highly probable. This will assess problem-solving skills, design process, and execution.

• Cross-functional Interviews: Interviews with key stakeholders, including Product Managers, Engineering leads, and potentially members of the Revenue or Customer Success teams, to evaluate collaboration, communication, and understanding of business objectives.

• Hiring Manager Interview: A final interview with the Head of Product to discuss strategic thinking, leadership potential, and overall fit for the team and company culture.

Portfolio Review Tips:

• Focus on Impact: Showcase how your designs solved user problems and contributed to business objectives (e.g., increased conversion rates, improved user satisfaction, reduced friction). Quantify results whenever possible.

• Detail Your Process: Clearly articulate your design process for each case study, from research and ideation to iteration and final design. Explain the "why" behind your decisions.

• Mobile-First Emphasis: Highlight specific examples of designing for mobile-first experiences and explain the unique considerations involved.

• Figma Proficiency: Be prepared to discuss your workflow in Figma and demonstrate your ability to create complex prototypes and high-fidelity designs.

• Storytelling: Frame your case studies as narratives that engage the interviewer and clearly communicate the problem, your solution, and the outcome.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with Aeropay's product, the pay-by-bank (ACH) space, and common user pain points in online payments and consumer finance.

• Think Strategically: Consider not just the user experience but also the business implications of your design decisions. How will your solution impact Aeropay's revenue or customer acquisition?

• Structure Your Approach: For any design challenge, outline a clear process: understand the problem, define goals, research (even if simulated), ideate, prototype, and test.

• Practice Presentation: Be ready to present your design challenge solution concisely and persuasively, articulating your rationale and potential next steps.

📝 Enhancement Note: The emphasis on "Revenue," "Customer Success," and "merchant partners" in the interview process suggests a need to demonstrate how design thinking contributes to GTM objectives. Candidates should be prepared to discuss how their designs impact conversion, retention, and overall revenue growth, aligning with the operational goals of the business.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core tool for wireframing, prototyping, and high-fidelity design. Proficiency is essential.

• Prototyping Tools: Likely integrated within Figma, but familiarity with other advanced prototyping tools may be beneficial.

• User Research Platforms: Tools for conducting usability testing, user interviews, and surveys (e.g., UserTesting.com, Lookback, SurveyMonkey).

Analytics & Reporting:

• Analytics Tools: Familiarity with product analytics platforms (e.g., Amplitude, Mixpanel, Google Analytics) to understand user behavior and measure design impact.

• Data Visualization Tools: Ability to interpret data and potentially create simple dashboards or reports to communicate insights to stakeholders.

CRM & Automation:

• CRM Systems: While not a direct user, understanding how design impacts CRM data and customer journeys (e.g., Salesforce, HubSpot) is advantageous.

• Project Management Tools: Familiarity with tools like Jira, Asana, or Trello for collaborating with engineering and product teams.

📝 Enhancement Note: For operations-minded candidates, understanding how design integrates with analytics and CRM systems is key. The ability to use design to drive better data capture and user segmentation can directly support GTM and Revenue Operations initiatives.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and serving the needs of the end consumer, driving intuitive and effective product experiences.

• Innovation & Agility: A culture that embraces experimentation, rapid iteration, and the adoption of new technologies (like AI-enabled workflows) to stay ahead in the fast-paced fintech market.

• Collaboration & Partnership: Strong emphasis on cross-functional teamwork and building effective relationships with Product, Engineering, Revenue, and external partners.

• Data-Driven Decision Making: Utilizing user research, behavioral insights, and performance metrics to inform design choices and measure impact.

• Efficiency & Optimization: A drive to create streamlined processes and user journeys that are both effective and efficient, reducing friction for users and partners.

Collaboration Style:

• Cross-Functional Integration: Designers are expected to work seamlessly with Product Managers, Engineers, and Revenue teams to ensure cohesive product development and successful Go-To-Market execution.

• Feedback Culture: An environment that encourages open feedback exchange, constructive critique, and continuous improvement of both product designs and internal processes.

• Knowledge Sharing: Practices that promote the sharing of design expertise, user insights, and best practices across teams to foster collective learning and elevate design quality.

📝 Enhancement Note: The values of "Innovation & Agility," "Collaboration & Partnership," "Data-Driven Decision Making," and "Efficiency & Optimization" are highly aligned with the core principles of Revenue Operations and GTM strategy. This role offers an opportunity to apply design thinking to operational efficiency and revenue growth.

⚡ Challenges & Growth Opportunities

Challenges:

• "0→1" Product Development: Navigating the ambiguity and rapid iteration inherent in building new products from scratch, requiring strong adaptability and problem-solving skills.

• Balancing User Needs with Business Goals: Effectively synthesizing diverse stakeholder requirements (users, product, engineering, revenue) into cohesive and impactful design solutions.

• Rapidly Evolving Fintech Landscape: Staying ahead of emerging trends, competitive offerings, and regulatory changes within the dynamic fintech industry.

• Designing for Trust and Security: Creating user experiences in financial services that instill confidence, ensure security, and comply with rigorous regulations.

Learning & Development Opportunities:

• Fintech Expertise: Deepen knowledge and expertise in the consumer payments and broader fintech ecosystem.

• Product Strategy Acumen: Gain exposure to product roadmap development and strategic planning, enhancing business understanding.

• AI in Design: Explore and implement AI-driven design tools and workflows to enhance efficiency and explore new creative possibilities.

• Cross-Functional Impact: Develop a comprehensive understanding of how design contributes to GTM success, revenue generation, and customer lifecycle management.

📝 Enhancement Note: The challenges and growth opportunities highlight the need for a strategic and adaptable designer. For operations professionals, this role presents a chance to influence GTM strategy through user-centric design and contribute to the optimization of critical revenue-generating user flows.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you led a significant product design initiative from concept to launch. What was your process, and what were the key outcomes?" (Focus on impact, process, and collaboration.)

• "How do you balance user needs with business objectives, especially in a '0→1' product environment where requirements can be fluid?" (Highlight your decision-making framework and ability to adapt.)

Company & Culture Questions:

• "What excites you about Aeropay's mission and the fintech industry?" (Show genuine interest and research.)

• "How do you approach collaboration with engineering and product teams, especially when there are differing opinions on design direction?" (Emphasize communication, compromise, and a shared goal.)

Portfolio Presentation Strategy:

• Tell a Story: For each case study, frame it as a narrative: the problem, your role, your process, the solution, and the results.

• Quantify Impact: Whenever possible, provide data to support the success of your designs (e.g., "increased conversion by X%", "reduced task completion time by Y%").

• Showcase Figma Skills: Be ready to discuss your Figma workflow, component usage, and prototyping capabilities.

• Highlight Mobile-First: Emphasize your understanding of mobile UX patterns and how you applied them.

• Address "0→1" Experience: If applicable, clearly articulate your contributions to early-stage product development and navigating ambiguity.

📝 Enhancement Note: When preparing for this role, think like a Revenue Operations or GTM strategist. How does design facilitate customer acquisition, activation, retention, and revenue growth? Frame your answers and portfolio examples to highlight this impact.

📌 Application Steps

To apply for this Sr. Product Designer position:

• Submit your application through the provided application link on jobs.gem.com.

• Tailor Your Resume: Highlight experience with consumer-facing digital products, mobile-first design, Figma proficiency, and any fintech or high-growth startup experience. Use keywords from the job description.

• Curate Your Portfolio: Select 3-5 of your strongest case studies that best showcase your skills in consumer UX, mobile-first design, and problem-solving. Ensure they clearly demonstrate your design process and measurable impact.

• Prepare Your Portfolio Presentation: Practice walking through your chosen case studies, focusing on storytelling, your design process, and quantifiable results. Be ready to discuss your Figma workflow and mobile design considerations.

• Research Aeropay: Understand their product, mission, and the competitive landscape in the pay-by-bank (ACH) space. Consider how your design philosophy aligns with their company values and growth 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.

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