Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: Stuut

Location: New York City, New York, United States

Job Type: FULL_TIME

Category: Product Design / UX/UI

Date Posted: 2026-04-21

Experience Level: Mid-Senior Level

Remote Status: On-site

🚀 Role Summary

• Spearhead the end-to-end design process for core product features, from initial discovery to final execution, with a strong emphasis on leveraging AI and automation.

• Design innovative, prompt-driven, and AI-powered user experiences that reimagine how users interact with complex financial workflows, particularly in accounts receivable.

• Conduct in-depth user research and translate critical insights into intuitive, actionable designs that directly address customer needs and pain points.

• Develop wireframes, interactive prototypes, and high-fidelity visual designs that consistently align with Stuut's overarching product vision and strategic objectives.

• Foster close collaboration with engineering, product management, and direct customer feedback loops to ensure seamless ideation and efficient product realization.

• Champion the definition, refinement, and consistent application of Stuut’s design system to maintain uniformity and enhance user experience across the entire platform.

• Focus on designing agentic interfaces, enabling users to interact with sophisticated AI-powered assistants and automation tools, moving beyond traditional static UI elements.

📝 Enhancement Note: While the input title is "Senior Product Designer," the description heavily emphasizes AI, automation, and financial workflows. This suggests a specialization within Product Design focused on the operational aspects of B2B SaaS, making it highly relevant to GTM (Go-To-Market) and Revenue Operations professionals seeking design partners or understanding the UX of their tools. The role requires a deep understanding of enterprise UX and a strong technical fluency, indicating a need for designers who can bridge the gap between complex business processes and user-friendly interfaces.

📈 Primary Responsibilities

• Lead the complete product design lifecycle, from discovery and user research through to high-fidelity prototyping and final design hand-off to engineering.

• Design intuitive and efficient user interfaces specifically for prompt-driven and AI-powered experiences, focusing on transforming financial workflows like accounts receivable.

• Actively engage with customers to gather qualitative and quantitative data, employing user research methodologies to inform design decisions and validate concepts.

• Craft detailed wireframes, interactive prototypes, and polished high-fidelity mockups that effectively communicate design intent and user flow.

• Collaborate cross-functionally with engineering, product managers, and stakeholders to ensure designs are technically feasible and strategically aligned with business goals.

• Develop and maintain comprehensive design system documentation, ensuring consistency, scalability, and usability across all product touchpoints.

• Design and iterate on agentic interfaces, where AI assistants proactively support users in completing tasks and managing complex financial operations.

• Leverage AI tooling to rapidly prototype concepts and iterate based on early feedback, accelerating the design-to-development cycle.

📝 Enhancement Note: The responsibilities heavily lean into the specifics of AI-driven interfaces and workflow automation within a B2B SaaS context. This implies a need for a designer who can not only create aesthetically pleasing interfaces but also deeply understand the operational efficiencies and intelligence that AI can bring to financial processes. The emphasis on "agentic interfaces" is a key differentiator, requiring a designer experienced in conversational AI or AI-assisted task completion.

🎓 Skills & Qualifications

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

Experience: 5+ years of dedicated experience in B2B product design, with a strong preference for candidates with a proven track record in SaaS or enterprise software environments.

Required Skills:

• Demonstrated expertise in end-to-end product design, encompassing discovery, wireframing, prototyping, user testing, and UI design.

• Proven experience in designing complex B2B SaaS products, with a focus on enterprise UX principles and workflow automation.

• Strong understanding and practical experience in designing AI-driven and prompt-based user interfaces, including the ability to leverage AI tooling for rapid prototyping.

• Proficiency in industry-standard design and prototyping tools, with a specific requirement for Figma.

• Solid foundation in user research methodologies, including qualitative interviews, usability testing, and persona development.

• Technical fluency and comfort collaborating closely with engineering teams to understand technical constraints and opportunities.

• Ability to define, maintain, and evolve a comprehensive design system to ensure product consistency and scalability.

Preferred Skills:

• Experience within the FinTech or financial services industry, particularly with accounts receivable or collections software.

• Familiarity with data analysis and the ability to translate data insights into design improvements.

• Experience working in a fast-paced startup environment, demonstrating adaptability and a proactive, self-starter mentality.

• Knowledge of front-end development principles (HTML, CSS, JavaScript) to better understand implementation feasibility.

• Experience with A/B testing and other experimentation methods to optimize user flows.

📝 Enhancement Note: The "5+ years of experience" combined with "AI-driven interfaces" and "enterprise UX" points towards a senior-level designer. The emphasis on technical fluency and collaboration with engineering is crucial for a designer in this role, as they will be working on complex, data-driven products. The preference for FinTech experience is a strong signal for candidates to highlight any relevant domain knowledge.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing a minimum of 3-5 distinct B2B product design projects, with a clear emphasis on enterprise UX, workflow automation, and AI-driven interfaces.

• For each project, clearly articulate the problem statement, your role in the design process, the methodologies employed (user research, prototyping, system design), and the ultimate business impact or user value delivered.

• Specifically highlight projects that demonstrate experience with prompt-based or AI-powered user experiences, showcasing how you designed for intelligent, agentic interactions.

• Include examples of how you have leveraged AI tooling for rapid prototyping and iteration, demonstrating efficiency in the design process.

• Showcase your ability to create and maintain design systems, providing examples of style guides, component libraries, and their application across a product suite.

Process Documentation:

• Demonstrate a structured approach to the design process, from initial problem definition and user research to iterative prototyping and final implementation.

• Provide case studies that clearly outline the steps taken to understand user needs, translate them into design solutions, and iterate based on feedback and data.

• Illustrate how you have applied design thinking or other structured problem-solving frameworks to tackle complex design challenges in a B2B context.

• Show evidence of how you have documented design decisions, user flows, and system components for clarity and consistency within a team.

📝 Enhancement Note: For a Senior Product Designer role, especially one focused on AI and enterprise B2B, the portfolio is paramount. It should not just showcase visual design but the entire problem-solving process. Emphasis should be placed on demonstrating the ability to design for complex workflows and the unique challenges of AI-driven interactions, including prompt engineering considerations from a UX perspective.

💵 Compensation & Benefits

Salary Range: $160,000 - $210,000 USD per year.

Benefits:

• Comprehensive Medical, Dental, and Vision insurance coverage for employees.

• 401(k) retirement savings plan with a company match.

• Equity package, offering ownership stake in the company's growth.

• Flexible Paid Time Off (PTO) policy, allowing employees to manage their time off needs.

• Generous Parental Leave policy to support new parents.

Working Hours: Standard full-time work week, typically around 40 hours. While the role is on-site, Stuut likely offers flexibility within the standard workday, acknowledging the need for focused design work and collaborative sessions.

📝 Enhancement Note: The provided salary range of $160,000 - $210,000 USD for a Senior Product Designer in New York City aligns with industry benchmarks for experienced professionals in high-cost-of-living urban centers, especially within the tech sector. The benefits package is standard for a well-funded startup, emphasizing employee well-being and long-term commitment through equity and retirement plans.

🎯 Team & Company Context

🏢 Company Culture

Industry: FinTech / Enterprise Software (specifically Accounts Receivable automation). Stuut is disrupting a traditionally manual and labor-intensive financial process by leveraging AI and automation. Their target market includes industrial, chemical, and manufacturing sectors, serving clients from Fortune 10 companies to mid-market businesses.

Company Size: Stuut is a venture-backed startup, likely in a growth phase. This implies a dynamic, fast-paced environment where individual contributions have a significant impact. The company is backed by prominent investors like a16z and Khosla, indicating strong financial backing and high growth potential.

Founded: Stuut was founded in 2021 (based on company URL and typical startup trajectory, though not explicitly stated in the provided data). This means it's a relatively young company, likely characterized by agility, innovation, and a strong focus on product development.

Team Structure:

• The Product Design function is likely a core part of the product team, working closely with Product Management and Engineering. As a Senior Designer, you would be a key individual contributor, potentially mentoring junior designers as the team grows.

• Collaboration is expected to be cross-functional, involving close partnerships with Product Managers (defining strategy and roadmap), Engineers (implementation), and potentially Sales/Customer Success (gathering market and user feedback).

Methodology:

• Data-driven decision-making is central, with insights from user research and product analytics informing design choices.

• Emphasis on agile development methodologies, allowing for rapid iteration and quick adaptation to market feedback.

• A strong focus on leveraging AI and automation to create intelligent, efficient solutions for B2B customers.

• Design thinking and user-centered design principles are likely embedded in the product development lifecycle.

Company Website: https://www.stuut.ai/

📝 Enhancement Note: Stuut's focus on AI for accounts receivable places it at the intersection of FinTech and enterprise SaaS. The investor backing suggests a high-growth environment with ambitious goals. As a Senior Product Designer, you'd be joining a team that values innovation and technical depth, working on products that directly impact business operations and efficiency.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a Senior Product Designer, indicating a mid-to-senior level of experience. It requires a strong foundation in B2B product design principles, coupled with specialized expertise in AI-driven interfaces and workflow automation. The individual contributor path is clear, with potential for leadership as the design team scales.

Reporting Structure: The Senior Product Designer will likely report to a Head of Product, Design Lead, or VP of Product. They will work closely with Product Managers and Engineering Leads, forming a core product triad. Close collaboration with customer-facing teams (Sales, Customer Success) is also expected to gather critical user feedback.

Operations Impact: The Senior Product Designer's work will directly influence the usability, efficiency, and adoption of Stuut's AI-powered accounts receivable platform. By creating seamless and intelligent user experiences, they will enable B2B companies to automate manual processes, reduce costs, and improve cash flow. This role is critical in translating complex financial operations into intuitive digital solutions, directly contributing to Stuut's value proposition and market differentiation.

Growth Opportunities:

• Skill Specialization: Deepen expertise in AI/ML UX, agentic interfaces, and FinTech design, becoming a subject matter expert in these high-demand areas.

• Team Leadership: As Stuut grows, there will be opportunities to lead design initiatives, mentor junior designers, and potentially build out the design team.

• Product Strategy Influence: Contribute significantly to the product roadmap and strategic direction by identifying unmet user needs and proposing innovative design solutions based on AI capabilities.

• Cross-Functional Development: Gain exposure to business strategy, sales enablement, and customer success by working closely with these departments to understand market dynamics and customer challenges.

📝 Enhancement Note: The "Senior" title implies a level of autonomy and strategic input. Growth here is not just about climbing a ladder but about becoming a leader in a niche, high-demand area of product design (AI/FinTech). The impact is direct on core business operations for Stuut's clients.

🌐 Work Environment

Office Type: Stuut operates an on-site work model in New York City. This suggests a traditional office environment conducive to in-person collaboration, spontaneous brainstorming, and team cohesion.

Office Location(s): New York City, New York, United States. This location offers access to a vibrant tech ecosystem, talent pool, and networking opportunities.

Workspace Context:

• The office is expected to be a hub for collaborative work, featuring meeting rooms, potentially open-plan areas for team interaction, and dedicated spaces for focused design work.

• Access to modern design tools and technology, including high-performance workstations and relevant software (Figma, prototyping tools, AI tools), is to be expected.

• Opportunities for direct interaction with cross-functional teams (Product, Engineering, Sales, Customer Success) will be frequent, fostering a holistic understanding of the business and product.

• The environment is likely fast-paced and startup-oriented, encouraging innovation, quick decision-making, and a hands-on approach to problem-solving.

Work Schedule: Standard full-time business hours are expected, with flexibility likely available to accommodate deep work sessions and collaborative needs. The on-site requirement means designers will be expected to be present in the office for team meetings, workshops, and general collaboration.

📝 Enhancement Note: An on-site role in New York City for a senior designer implies a commitment to in-person collaboration and immersion in the company's culture. This environment is typically suited for those who thrive on direct interaction and the energy of a physical workspace, especially in a growing startup.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A brief call with a recruiter or hiring manager to assess basic qualifications, cultural fit, and interest in the role and Stuut.

• Portfolio Presentation & Deep Dive: A dedicated session where the candidate presents their portfolio, walking through 2-3 key projects. Expect in-depth questions about design decisions, problem-solving approaches, user research methodologies, and collaboration with stakeholders. Focus on projects demonstrating B2B, AI, and workflow automation expertise.

• Design Challenge/Exercise: This may involve a take-home assignment or an in-person exercise to assess problem-solving skills, design thinking, and ability to work within constraints. This could involve critiquing an existing interface, proposing solutions for a given scenario, or quickly prototyping a concept.

• Cross-Functional Interviews: Meetings with Product Managers and Engineering Leads to evaluate technical fluency, collaboration style, and ability to integrate design with technical implementation.

• Final Interview: Potentially a discussion with a senior leader (e.g., Head of Product, CEO) to assess strategic thinking and overall fit with the company's vision and culture.

Portfolio Review Tips:

• Curate Strategically: Select 2-3 projects that most strongly highlight your experience in B2B SaaS, AI-driven interfaces, workflow automation, and agentic design.

• Tell a Story: For each project, clearly articulate the problem, your specific role and contributions, the design process, key decisions made, challenges overcome, and measurable outcomes or impact.

• Highlight AI/Automation: Explicitly showcase how you designed for AI features, prompt interactions, or automated workflows. Explain the UX considerations unique to these paradigms.

• Demonstrate Process: Show your thought process, including research insights, wireframes, prototypes, user testing feedback, and iterations.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your designs (e.g., improved conversion rates, reduced task completion time, increased user satisfaction).

• Be Ready for Technical Questions: Prepare to discuss technical feasibility and collaborate with engineers.

Challenge Preparation:

• Understand the Domain: Research Stuut, their product, and the accounts receivable/FinTech space. Understand the core problems they are solving.

• Practice AI/Prompt Design: Familiarize yourself with typical prompt-based interactions and how to design intuitive interfaces around them.

• Workflow Analysis: Be prepared to analyze and critique existing workflows, identifying areas for improvement through design and AI.

• Communicate Clearly: Practice articulating your design rationale concisely and persuasively.

📝 Enhancement Note: The interview process for a Senior Product Designer at a startup like Stuut will likely be rigorous, focusing heavily on practical application of skills and strategic thinking. The portfolio presentation is critical, and candidates should prepare to defend their design decisions and demonstrate a deep understanding of the B2B SaaS and AI landscape.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core tool for UI design, wireframing, prototyping, and collaboration. Proficiency is a must.

• Prototyping Tools: Beyond Figma's capabilities, familiarity with tools like InVision, ProtoPie, or similar for more advanced interactive prototypes may be beneficial.

• AI Tooling: Experience using AI tools for rapid prototyping, ideation, or even generative design assistance is a key requirement.

Analytics & Reporting:

• Product Analytics Platforms: Familiarity with tools like Amplitude, Mixpanel, or Google Analytics to understand user behavior and inform design decisions.

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

CRM & Automation:

• Familiarity with CRM concepts: While not a direct tool for the designer, understanding how design integrates with CRM systems (like Salesforce, HubSpot) and automation platforms is valuable for context in B2B SaaS.

📝 Enhancement Note: The explicit mention of Figma and AI tooling for prototyping is critical. Designers should be ready to demonstrate their proficiency and innovative use of these tools. Understanding the broader analytics and user research ecosystem is also important for a data-informed design approach.

👥 Team Culture & Values

Operations Values:

• Innovation & AI-First: A strong emphasis on leveraging cutting-edge AI and automation to solve complex business problems and deliver intelligent solutions.

• Customer-Centricity: A deep commitment to understanding and serving the needs of B2B customers, particularly in finance and operations roles, to drive tangible business value.

• Data-Driven Decision-Making: Utilizing data from user research, product analytics, and business metrics to inform design choices and product strategy.

• Collaboration & Transparency: Fostering an open environment where cross-functional teams work together effectively, share feedback constructively, and contribute to a unified product vision.

• Efficiency & Impact: A focus on creating products that streamline processes, reduce manual effort, and deliver significant ROI for clients, reflecting the company's mission.

Collaboration Style:

• Agile & Iterative: Embracing agile methodologies for rapid development and continuous improvement, with design integrated throughout the sprint cycles.

• Cross-Functional Triads: Working closely with Product Managers and Engineers as a cohesive unit to define requirements, design solutions, and ensure successful implementation.

• Open Feedback Loops: Encouraging a culture where constructive feedback is regularly exchanged between designers, product managers, engineers, and customer-facing teams.

• Proactive Communication: Maintaining clear and consistent communication channels to ensure alignment and address potential roadblocks swiftly.

📝 Enhancement Note: Stuut's values likely reflect a typical high-growth, tech-focused startup. The emphasis on AI, customer impact, and data-driven approaches is crucial for designers to align with. The collaborative style suggests a highly integrated product development process.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for AI Complexity: Translating abstract AI capabilities and complex financial logic into intuitive, user-friendly interfaces that feel "agentic" and trustworthy.

• Balancing Innovation with Usability: Ensuring that cutting-edge AI features do not overwhelm users or introduce unnecessary complexity into established financial workflows.

• Rapid Startup Environment: Adapting quickly to changing priorities, fast-paced development cycles, and the need for rapid iteration in a growing company.

• Data Integration & Visualization: Designing effective ways to present complex data and AI-generated insights to users in a clear, actionable format.

Learning & Development Opportunities:

• AI/ML UX Specialization: Becoming an expert in designing for AI and machine learning applications, a rapidly growing and in-demand field.

• FinTech Domain Expertise: Deepening knowledge of financial operations, accounts receivable processes, and the specific challenges faced by B2B finance teams.

• Leadership Development: Opportunities to take on more strategic design responsibilities, mentor junior team members, and potentially lead design initiatives as the company scales.

• Exposure to Venture-Backed Growth: Gaining experience in a high-growth startup environment backed by top-tier VCs, understanding the dynamics of scaling a tech company.

📝 Enhancement Note: The challenges are directly tied to the innovative nature of Stuut's product. For a designer, these represent opportunities to develop highly sought-after skills in AI UX and FinTech.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you designed an AI-powered feature. What were the key UX considerations, and how did you ensure it was intuitive and valuable?"

• "How would you approach designing an 'agentic interface' for accounts receivable automation? What are the core principles you'd follow?"

• "Walk us through your process for designing a complex workflow automation feature from discovery to execution. What tools and methodologies do you prioritize?"

Company & Culture Questions:

• "What excites you most about Stuut's mission and product?"

• "How do you see your design philosophy aligning with a fast-paced, AI-first startup environment?"

• "Describe your experience working with engineering teams. How do you ensure effective collaboration and hand-off for complex features?"

Portfolio Presentation Strategy:

• Structure for Impact: Begin with a high-level overview of Stuut and the role, then dive into your selected projects. For each project, clearly state the problem, your role, the process, key decisions, and outcomes.

• Emphasize AI/Automation: Dedicate specific time to explaining your approach to designing AI-driven features and automated workflows. Use visuals to illustrate prompt interactions or AI assistance.

• Showcase Process: Be prepared to discuss your thought process, including how you used user research, wireframes, prototypes, and testing to iterate towards the final solution.

• Quantify Results: Use metrics wherever possible to demonstrate the impact of your designs on user behavior or business objectives.

• Engage Your Audience: Make it a conversation, not a monologue. Ask clarifying questions and be open to feedback during the presentation.

📝 Enhancement Note: Interview preparation should focus on demonstrating a deep understanding of Stuut's domain (FinTech, AR automation) and their core technology (AI). Candidates must be ready to articulate their design process, especially as it relates to AI and complex B2B workflows, and showcase their ability to collaborate effectively in a startup setting.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Ashby. Ensure your resume is up-to-date and tailored to highlight B2B product design, enterprise UX, AI/automation experience, and proficiency with Figma.

• Portfolio Preparation: Curate your portfolio to prominently feature 2-3 key projects that best demonstrate your expertise in AI-driven interfaces, workflow automation, and B2B SaaS design. Be ready to articulate your process, challenges, and outcomes for each.

• Research Stuut: Thoroughly investigate Stuut's product, mission, target market, and recent news. Understand their value proposition in transforming accounts receivable.

• Practice Presentation: Rehearse your portfolio presentation, focusing on clear storytelling, concise explanations of design decisions, and highlighting the impact of your work, especially concerning AI and automation. Prepare to answer strategy and behavioral questions related to design challenges and collaboration.

• Prepare for Technical Questions: Be ready to discuss technical aspects of design, your collaboration with engineering, and your familiarity with AI tooling and user research methodologies.

⚠️ 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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