Senior Product Designer II

📍 Job Overview

Job Title: Senior Product Designer II

Company: ForeFlight

Location: Austin, Texas, USA

Job Type: FULL_TIME

Category: Product Design / AI Product Design

Date Posted: May 12, 2026

Experience Level: 10+ Years

Remote Status: On-site

🚀 Role Summary

• Lead the end-to-end design of an agentic AI platform and adjacent operational products for aviation stakeholders, focusing on shaping intelligent workflows and human-AI collaboration models.

• Design AI-native product experiences, including agent orchestration, conversational interfaces, recommendation systems, and human-in-the-loop workflows in high-stakes operational environments.

• Translate complex operational workflows and data systems into clear, intuitive interfaces and decision-support tools, leveraging user research and operational data.

• Create high-quality design artifacts such as workflows, wireframes, interaction models, prototypes, and system maps to define interaction patterns for agentic systems.

📝 Enhancement Note: This role is focused on the cutting edge of AI product design, specifically within the aviation sector. The emphasis on "agentic AI" and "human-AI collaboration" suggests a need for designers who can conceptualize and build intelligent systems that actively assist users, rather than just passive tools. The "Senior Product Designer II" title implies a leadership capacity and the expectation of independent project ownership.

📈 Primary Responsibilities

• Lead end-to-end design for the agentic AI platform and adjacent operational products, from initial concepting through launch and subsequent iterations.

• Design AI-native product experiences encompassing agent orchestration, conversational interfaces, recommendation systems, and human-in-the-loop workflows.

• Collaborate closely with product managers and engineers to define AI-powered user experiences that effectively balance automation, user control, and trust.

• Translate intricate operational workflows and complex data systems into clear, intuitive interfaces and robust decision-support tools for aviation professionals.

• Produce high-quality design artifacts, including detailed workflows, wireframes, sophisticated interaction models, interactive prototypes, and comprehensive system maps.

• Shape and define novel interaction patterns for agentic systems, specifically focusing on task delegation, contextual information surfacing, explainability features, and confidence signaling mechanisms.

• Utilize insights from user research, operational data analysis, and AI-assisted workflows to accelerate design iteration cycles and enhance overall design quality.

• Plan and execute user research initiatives, usability testing sessions, and workflow validation studies with pilots, dispatchers, and other key operational stakeholders.

• Partner effectively with engineering teams to ensure the delivery of high-quality implementations and the thoughtful integration of AI behavior in production environments.

• Contribute to the ongoing development and evolution of the company's design systems and shared interaction patterns specifically for AI-enabled products.

• Mentor junior designers, fostering a culture of continuous improvement and elevating the craft, systems thinking, and AI product design maturity across the entire design team.

• Actively influence product strategy by advocating for user-centered AI implementation during cross-functional planning sessions and roadmap discussions.

📝 Enhancement Note: The responsibilities highlight a blend of strategic thinking, hands-on design execution, and leadership. The emphasis on "agent orchestration," "explainability," and "confidence signaling" points towards a need for designers deeply familiar with the nuances of AI interaction design, beyond standard UI/UX. The inclusion of user research and validation with specific operational roles (pilots, dispatchers) underscores the critical nature of the domain.

🎓 Skills & Qualifications

Education: Bachelor's degree in Design, Human-Computer Interaction, Computer Science, or a related field; or equivalent practical experience.

Experience: 8+ years of hands-on experience designing and successfully shipping digital products, with a proven track record of leading complex design initiatives.

Required Skills:

• A robust portfolio demonstrating end-to-end product design capabilities, strong systems thinking, and evidence of measurable business impact from past projects.

• Proven experience designing AI-powered products, agentic systems, copilots, assistants, or intelligent workflow tools.

• Deep understanding of human-AI interaction principles and emerging paradigms, including transparency, trust, feedback loops, user control mechanisms, and ethical AI considerations.

• Experience designing complex workflow software within operational, enterprise, or regulated domains such as aviation, healthcare, finance, or logistics.

• Advanced interaction design skills tailored for data-rich and context-heavy environments, ensuring clarity and efficiency.

• Demonstrated ability to operate with a high degree of autonomy, bringing clarity and structure to ambiguous problem spaces.

• Excellent stakeholder communication skills with a proven ability to influence senior partners across product management and engineering.

• Proficiency in modern design and prototyping tools, including Figma, for creating high-fidelity designs and interactive prototypes.

• Experience leveraging AI tools and workflows to accelerate design exploration, synthesis of research findings, and rapid prototyping.

• Expertise in planning and conducting user research, including methods like interviews, surveys, and usability testing, and translating research findings into actionable product decisions.

• Strong systems thinking capabilities, with the ability to design cohesive experiences across interconnected product ecosystems and platforms.

• Fluency in English, both written and verbal, for effective communication with global teams. Preferred Skills:

• A strong interest in or prior experience within the aviation industry.

• Experience designing operational software specifically for dispatch, logistics, or other mission-critical workflow management systems.

• Familiarity with conversational UI design, advanced agentic workflows, or AI orchestration frameworks.

• Experience with mapping, geospatial interfaces, or products heavily reliant on cartography.

• Experience designing data visualization dashboards and operational analytics tools.

📝 Enhancement Note: The "10+ Years" experience level derived from AI analysis suggests that candidates with significant leadership and strategic design experience will be highly competitive. The distinction between "Basic" and "Preferred" qualifications indicates a clear prioritization of AI and complex systems design experience, with aviation domain knowledge being a valuable addition.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing end-to-end product design projects, with a strong emphasis on systems thinking and demonstrated measurable business impact.

• Specific case studies detailing the design of AI-powered products, agentic systems, or intelligent workflow tools, highlighting the problem, your process, and the outcomes.

• Examples of how you translated complex operational workflows and data systems into clear, intuitive interfaces and decision-support tools.

• Demonstrations of your ability to design for human-AI interaction, including aspects like trust, transparency, explainability, and user control.

• Artifacts such as workflows, wireframes, interaction models, prototypes, and system maps that illustrate your design process and problem-solving approach. Process Documentation:

• Detailed documentation of your design process for complex projects, particularly those involving AI and operational workflows. This should include discovery, ideation, design execution, and iteration phases.

• Evidence of how you leveraged user research, operational data, and AI-assisted workflows to inform and accelerate your design decisions.

• Examples of your ability to plan and conduct user research, usability testing, and workflow validation, and how these findings were integrated into the design.

• Documentation that illustrates your systems thinking, showing how individual components of a product ecosystem interact and how your designs fit into the larger picture.

📝 Enhancement Note: The emphasis on a portfolio demonstrating "end-to-end product design, systems thinking, and measurable business impact" is critical. For this AI-focused role, candidates should specifically highlight projects that involve complex AI interactions, agentic systems, or operational workflow optimization. Portfolio pieces should clearly articulate the design process, with a focus on problem definition, user research integration, iterative design, and quantifiable results.

💵 Compensation & Benefits

Salary Range: $143,000 - $175,000 USD per year.

Benefits:

• Comprehensive Medical, Dental, and Vision Insurance.

• Employer paid health premiums contributing significantly to employee wellbeing.

• Open Paid Time Off (PTO) Policy, allowing flexibility and work-life balance.

• 401(k) retirement plan with up to a generous 10% company matching contribution.

• Immediate vesting for 401(k) contributions, ensuring immediate ownership of company match.

• 12 Weeks of Paid Maternity Leave for new mothers.

• 4 Weeks of Paid Paternity Leave for new fathers.

• Unique Flight Training Rewards, reflecting the company's industry and commitment to employee development.

Working Hours: The standard working hours are 40 hours per week, typical for a full-time role. Flexibility may be available depending on project needs and team collaboration schedules.

📝 Enhancement Note: The provided salary range of $143,000-$175,000 USD aligns with senior-level design roles in a major tech hub like Austin, TX, especially for specialized areas like AI product design. The benefits package is highly competitive, with employer-paid health premiums and a substantial 401(k) match being particularly attractive. The inclusion of Flight Training Rewards is a unique perk directly tied to the aviation industry.

🎯 Team & Company Context

🏢 Company Culture

Industry: Aviation Software, Technology. ForeFlight is a part of Jeppesen, a Boeing company, indicating a strong foundation in aviation data and services. The company operates in a high-growth, private equity-backed environment, suggesting a dynamic and results-oriented culture focused on scaling operations and financial infrastructure.

Company Size: The description mentions a "global design team" and collaboration with "distributed product, engineering, and design teams across the organization," implying a medium to large-sized company with established departments and cross-functional structures.

Founded: ForeFlight was founded in 2007, and Jeppesen has a much longer history (founded in 1934), providing a blend of innovative startup energy with deep industry expertise. This history is relevant to operations professionals as it suggests stability, established processes, and a commitment to the aviation sector.

Team Structure:

• The design team is described as "global" and collaborates with "distributed product, engineering, and design teams." This suggests a matrixed structure where designers work on specific product initiatives, reporting within the design function while collaborating closely with product and engineering leads.

• The role requires close partnership with Product Managers and Engineers, indicating a collaborative, agile development environment.

• Mentorship responsibilities for other designers are mentioned, pointing towards a structure that values knowledge sharing and professional development within the design team. Methodology:

• The company emphasizes "operational excellence" and "scaling our operations," suggesting a focus on process improvement and efficiency.

• Design work is driven by "research, operational data, and AI-assisted workflows," indicating a data-informed and iterative approach.

• The role involves "shaping intelligent workflows, agentic interfaces, and human-AI collaboration models," pointing towards advanced methodologies in AI product development.

Company Website: https://foreflight.com/

📝 Enhancement Note: The company culture is a blend of a fast-paced, high-growth tech environment with the specialized domain of aviation. This means a strong focus on product excellence, data-driven decision-making, and collaboration. The "private equity-backed" status often implies a drive for rapid growth and efficiency gains, which is directly relevant to operations roles.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as a Senior Product Designer II, indicating a mid-to-senior level position. It involves leading complex initiatives independently, mentoring junior team members, and significantly influencing product strategy. For operations professionals, this translates to a role requiring strategic thinking, end-to-end ownership, and the ability to drive impactful changes within the product development lifecycle, particularly concerning AI integration and operational efficiency.

Reporting Structure: The Senior Product Designer II will likely report to a Design Lead or Director of Design, while collaborating closely with Product Managers and Engineering Leads. This cross-functional reporting and collaboration structure is typical in agile tech environments, enabling designers to have a direct impact on product development and strategy.

Operations Impact: The role's impact is centered on designing intelligent systems that enhance decision-making for aviation professionals. This directly translates to operational efficiency, safety, and potentially cost savings for users of ForeFlight's software. By improving workflows and enabling faster, more informed decisions through AI, the designer contributes to the overall operational excellence of their clients and, by extension, the company's market position and revenue potential.

Growth Opportunities:

• Specialization in AI Product Design: Deepen expertise in designing cutting-edge AI-native experiences, agentic systems, and human-AI interaction paradigms, becoming a leader in this specialized field within aviation.

• Leadership and Mentorship: Develop leadership skills by mentoring other designers, contributing to design system evolution, and potentially leading design efforts for major product initiatives or new platform development.

• Strategic Influence: Grow influence within the product organization by contributing to product strategy, shaping the roadmap for AI integration, and advocating for user-centered design principles in high-stakes operational contexts.

• Domain Expertise: Gain in-depth knowledge of aviation operations, pilot workflows, and dispatch processes, becoming a subject matter expert in a critical industry.

📝 Enhancement Note: The "Senior" title and the explicit mention of mentoring and influencing strategy suggest clear pathways for career advancement into lead design roles, management, or highly specialized AI design expert positions. The company's growth trajectory also implies opportunities to scale with the organization and take on increasingly critical responsibilities.

🌐 Work Environment

Office Type: The role is designated as "On-site," indicating a traditional office-based work environment. This suggests a focus on in-person collaboration, team cohesion, and the benefits of a shared physical workspace for design ideation and problem-solving.

Office Location(s): Austin, Texas, USA (Zip Code 78702). This location is a vibrant tech hub, offering access to a strong talent pool and a dynamic professional community.

Workspace Context:

• Collaborative Environment: As an on-site role, the workspace likely fosters direct collaboration with product managers, engineers, and fellow designers, facilitating real-time feedback and iterative design processes. This is crucial for complex AI product development where constant communication is key.

• Access to Tools and Technology: Employees can expect access to industry-standard design tools like Figma, potentially advanced prototyping software, and company-provided hardware and software necessary for their roles. The company also encourages the use of AI tools to enhance design workflows.

• Team Interaction: The office setting provides ample opportunities for spontaneous interactions, team meetings, brainstorming sessions, and building strong working relationships with cross-functional teams.

Work Schedule: The standard work schedule is 40 hours per week. While on-site, the company culture may offer some flexibility in daily start and end times, provided project deadlines and collaborative needs are met. The emphasis on "Open PTO" suggests a culture that trusts employees to manage their time effectively while ensuring deliverables are met.

📝 Enhancement Note: The on-site requirement implies a preference for direct collaboration and team synergy, which can be particularly beneficial for complex design challenges and fostering a strong team culture in a specialized field like AI product design.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio to assess qualifications and alignment with the role's requirements, particularly experience with AI products and complex workflows.

• Portfolio Presentation & Discussion: You will likely present a selection of your work, focusing on end-to-end product design, systems thinking, and AI-specific projects. Be prepared to discuss your design process, decision-making rationale, and the impact of your work.

• Technical/Design Challenges: May involve a design exercise or a deep dive into a specific problem relevant to AI and aviation operations, assessing your problem-solving skills, strategic thinking, and ability to articulate solutions.

• Cross-Functional Interviews: Discussions with Product Managers, Engineers, and potentially other designers to evaluate collaboration style, communication skills, and cultural fit within the distributed team.

• Leadership/Senior-Level Interview: A conversation with senior management to assess strategic thinking, leadership potential, and alignment with company values and vision.

Portfolio Review Tips:

• Curate Strategically: Select 3-4 projects that best showcase your experience with AI-native design, complex operational workflows, systems thinking, and measurable impact. Prioritize projects that align with ForeFlight's domain (aviation) or similar complex industries.

• Focus on AI & Systems: Clearly articulate your role in designing AI components, agentic systems, or complex interconnected product ecosystems. Detail how you approached human-AI interaction, trust, and explainability.

• Showcase Process: For each project, walk through your design process: problem definition, user research (including any AI-specific research), ideation, iteration, prototyping, and final implementation. Use visual aids effectively.

• Quantify Impact: Whenever possible, include metrics and data that demonstrate the success of your designs, such as improvements in efficiency, task completion rates, user satisfaction, or business outcomes.

• Tell a Story: Frame your case studies as compelling narratives that highlight the challenges you faced, the solutions you devised, and the lessons learned.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with ForeFlight's products, the aviation industry, and the challenges faced by pilots and dispatchers. Research current trends in AI for aviation.

• Practice AI Design Scenarios: Prepare to discuss how you would approach designing for specific AI functionalities (e.g., intelligent recommendations, automated task completion, predictive analytics).

• Articulate Systems Thinking: Be ready to discuss how you approach designing for complex systems, user flows across multiple touchpoints, and integration challenges.

📝 Enhancement Note: The interview process for a Senior Product Designer II, especially one focused on AI, will be rigorous. Candidates should expect to demonstrate not just design skills but also strategic thinking, problem-solving abilities in ambiguous situations, and a deep understanding of AI product development principles. A well-prepared portfolio that highlights relevant AI and systems design experience is paramount.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI design, prototyping, and collaboration. Proficiency is a basic requirement.

• AI Tools: Experience using AI tools to accelerate design exploration, synthesis, and prototyping is required. This could include AI-powered research synthesis tools, generative design aids, or AI for content creation.

• Prototyping Tools: Beyond Figma, familiarity with other advanced prototyping tools may be beneficial for complex interaction models.

Analytics & Reporting:

• User Research Platforms: Tools for conducting user interviews, surveys, and usability testing (e.g., UserTesting.com, Lookback, Maze). The company leverages research to inform design decisions.

• Data Analysis Tools: While not explicitly mentioned for designers, an understanding of how to interpret and utilize operational data and analytics (potentially from tools like Tableau, Power BI, or internal dashboards) to inform design is crucial.

CRM & Automation:

• Internal Systems: Designers will interact with internal product development and project management tools (e.g., Jira, Confluence) for workflow management and collaboration with engineering.

📝 Enhancement Note: The explicit mention of Figma and the requirement to use AI tools for design acceleration are key technical requirements. Designers should be prepared to discuss their experience with these tools and how they integrate AI into their workflow. Familiarity with data and analytics will also be advantageous for understanding operational context.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A core value is designing for users (pilots, dispatchers) in high-stakes operational environments, emphasizing trust, transparency, and intuitive human-AI collaboration.

• Operational Excellence: The company is focused on scaling operations and driving efficiency, suggesting a value placed on robust, reliable, and optimized processes and products.

• Innovation & AI Leadership: A commitment to being at the forefront of AI-powered product design, encouraging exploration of new paradigms and pushing boundaries in intelligent systems.

• Collaboration & Ownership: A culture where individuals are empowered to take ownership of complex initiatives and work collaboratively across distributed teams to achieve shared goals.

• Continuous Improvement: Encouraging iteration, learning from data, and refining designs and processes based on feedback and performance metrics.

Collaboration Style:

• Cross-Functional Integration: Close partnership between Design, Product Management, and Engineering is essential for defining and delivering AI-powered products. This involves regular communication, shared understanding of goals, and iterative feedback loops.

• Global and Distributed Teams: The company operates with distributed teams, requiring effective remote collaboration strategies, clear documentation, and strong asynchronous communication skills.

• Mentorship and Knowledge Sharing: A culture that supports designers in mentoring one another, sharing best practices, and collectively raising the bar for design craft and AI product maturity.

📝 Enhancement Note: The values emphasize a blend of user focus, technical innovation (particularly in AI), and a drive for efficiency. Collaboration across geographically dispersed teams is a key aspect, requiring strong communication and documentation skills from all team members.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Trust in AI: A significant challenge will be designing AI systems that users trust implicitly in critical aviation operations, requiring careful consideration of explainability, error handling, and user control.

• Navigating Ambiguity: The role involves leading design for a new agentic AI platform, which inherently comes with ambiguity. Designers must be comfortable defining problems and solutions in evolving landscapes.

• Balancing Automation and Control: Finding the optimal balance between automating complex tasks and providing users with sufficient control and oversight in high-stakes decision-making scenarios.

• Integrating AI into Complex Workflows: Translating sophisticated AI capabilities into seamless, intuitive experiences that fit within established and critical aviation operational workflows.

• Cross-Team Alignment: Ensuring consistent vision and execution for AI product design across distributed product, engineering, and design teams globally.

Learning & Development Opportunities:

• Deep Dive into AI Product Design: Opportunities to become a leading expert in designing AI-native interfaces, agentic systems, and human-AI collaboration models.

• Aviation Domain Expertise: Gaining in-depth knowledge of aviation operations, regulations, and user needs, becoming a specialized designer in a critical industry.

• Strategic Product Influence: Developing skills in influencing product strategy, roadmap planning, and advocating for user-centered AI implementation at a senior level.

• Mentorship and Leadership: Honing leadership and mentorship capabilities by guiding junior designers and contributing to the growth of the design team's expertise.

📝 Enhancement Note: The challenges are directly tied to the innovative nature of the role, particularly in AI product design and its application in a safety-critical domain. The growth opportunities are substantial for individuals looking to specialize in AI design and gain expertise in the aviation sector.

💡 Interview Preparation

Strategy Questions:

• "Describe a complex AI-powered product you've designed. What were the key challenges in designing for human-AI interaction, and how did you ensure user trust and control?" (Focus on your process, AI-specific challenges, and outcomes.)

• "How would you approach designing an agentic AI system for a pilot who needs to make rapid, mission-critical decisions in dynamic weather conditions? What are the key interaction principles you'd prioritize?" (Demonstrate your systems thinking, understanding of AI paradigms, and domain awareness.)

• "Imagine you need to translate a complex data system related to flight operations into an intuitive decision-support tool. Walk us through your process from understanding the data to delivering a usable interface." (Highlight your ability to simplify complexity and create clarity.) Company & Culture Questions:

• "How do you see AI impacting the future of aviation operations, and how would ForeFlight's approach to agentic AI align with that vision?" (Show your understanding of the industry and the company's strategic direction.)

• "Given our distributed team structure, how do you ensure effective collaboration and alignment on design decisions?" (Address your experience with remote/distributed work and communication strategies.)

• "How do you measure the success of your designs, particularly for AI-driven features? What metrics would you track for our agentic AI platform?" (Focus on data-driven design and ROI.) Portfolio Presentation Strategy:

• Structure for Impact: For each case study, begin with a clear problem statement and your role. Follow with your research and discovery process, design exploration and iteration, key design decisions (especially AI-related ones), and finally, the outcomes and impact.

• Highlight AI & Systems: Explicitly call out elements of your portfolio that demonstrate AI-native design, agentic systems, human-AI interaction, and complex system design. Use clear visuals and concise explanations.

• Quantify Results: Present metrics and data points that showcase the tangible impact of your work. If direct metrics aren't available, discuss anticipated impact or qualitative feedback.

• Be Ready for Deep Dives: Prepare to answer detailed questions about your design choices, trade-offs made, and how you validated your solutions with users.

📝 Enhancement Note: Interview preparation should focus on showcasing expertise in AI product design, systems thinking, and the ability to operate autonomously and influence stakeholders. Candidates should be ready to discuss their portfolio with specific examples of AI-driven features and complex operational workflows.

📌 Application Steps

To apply for this Senior Product Designer II position:

• Submit your application through the ForeFlight careers portal via the provided Ultipro link.

• Curate a targeted portfolio: Select 3-4 of your strongest projects that highlight end-to-end product design, systems thinking, and particularly your experience with AI-powered products, agentic systems, or complex operational workflows. Ensure each case study clearly articulates your role, process, and the measurable impact.

• Tailor your resume: Emphasize your 8+ years of experience, specific achievements in AI product design, familiarity with Figma, and any experience in aviation or similar regulated/complex operational domains. Use keywords from the job description naturally.

• Prepare for the portfolio presentation: Practice walking through your selected case studies, focusing on your design rationale, user research integration, AI interaction design principles, and quantifiable outcomes. Be ready to discuss your approach to ambiguity and collaboration.

• Research ForeFlight and the Aviation Industry: Understand their product suite, target users (pilots, dispatchers), and the broader context of AI adoption in aviation. This will help you tailor your responses and demonstrate genuine interest.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and industry-standard assumptions. All details should be verified directly with ForeFlight before making application decisions.