Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer
Company: Rillet
Location: New York City, New York, United States
Job Type: FULL_TIME
Category: Product Design / GTM Operations Support
Date Posted: December 19, 2025
Experience Level: Mid-Senior Level (5+ years)
Remote Status: Hybrid

🚀 Role Summary

• Drive the end-to-end product design lifecycle, from user research and conceptualization through UI implementation, for Rillet's AI-native ERP platform.
• Collaborate closely with Product Management and Engineering to influence product strategy, roadmap planning, and the definition of key product areas.
• Establish and evolve Rillet's design system, design principles, and overall design language to ensure a cohesive and elegant user experience across complex financial workflows.
• Conduct user research to uncover critical user needs and validate design decisions, ensuring solutions are intuitive, efficient, and meet the demands of finance teams in high-growth companies.
• Champion best practices in UX/UI design, fostering a culture of design excellence and mentorship within a rapidly scaling GTM (Go-To-Market) organization.

📝 Enhancement Note: While the title is "Senior Product Designer," the responsibilities clearly indicate a significant role in shaping the user experience of a B2B SaaS product, which directly supports GTM operations by enabling finance teams to operate with speed and accuracy. This involves understanding complex financial workflows and translating them into intuitive interfaces, aligning with the broader GTM strategy of empowering customer success and operational efficiency. The emphasis on AI, ERP, and financial workflows positions this role as crucial for driving adoption and customer satisfaction within Rillet's target market.

📈 Primary Responsibilities

• Own the comprehensive design process for core product areas, including user research, defining product flows, creating wireframes, and developing high-fidelity UI designs.
• Partner with Product Managers and Engineers to actively shape product direction, contribute to strategic roadmap planning, and ensure design feasibility and impact.
• Lead the establishment and continuous evolution of Rillet's design system, including components, patterns, and design principles, to ensure consistency and scalability.
• Initiate and execute user research activities to deeply understand user needs, pain points, and behaviors within financial and accounting workflows, using insights to drive design decisions.
• Translate complex business requirements, user goals, and technical constraints into intuitive and elegant solutions for finance and accounting professionals.
• Innovate on interaction paradigms within the finance and accounting domain, drawing inspiration from diverse sources to create novel and efficient user experiences.
• Mentor and collaborate with other designers as the design team expands, fostering a supportive and high-performing design environment.
• Remain hands-on in contributing directly to Rillet's UX/UI design efforts, ensuring the highest standards of craft and execution.

📝 Enhancement Note: The responsibilities highlight a blend of strategic influence and hands-on execution, typical of a senior role in a scaling startup. The emphasis on "owning the full design process" and "shaping product direction" suggests a need for proactive engagement and leadership in design initiatives. The requirement to "invent new interaction paradigms" points to an expectation of innovation beyond standard UI/UX practices.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's degree in Design, Human-Computer Interaction, or a related field is often preferred for senior design roles. Equivalent practical experience will also be considered.
Experience: 5+ years of dedicated product design experience within B2B SaaS environments, with a proven track record of end-to-end ownership and successful product launches.

Required Skills:

• End-to-End Product Design: Demonstrated ability to manage the entire design lifecycle from discovery and research through to implementation and iteration.
• Portfolio of Work: A strong, comprehensive portfolio showcasing complex B2B SaaS projects, end-to-end ownership, and successful outcomes.
• User Research Expertise: Proficient in various user research methodologies (e.g., interviews, usability testing, surveys) to uncover user needs and validate design decisions.
• Wireframing & Prototyping: Skilled in creating low-fidelity wireframes and interactive prototypes to communicate design concepts and user flows.
• UI Design & Visual Craft: Excellent visual design skills with a keen eye for detail, typography, color, and layout, applied to complex systems.
• Design Systems: Experience in establishing, contributing to, or maintaining design systems to ensure consistency and scalability.
• Collaboration & Communication: Exceptional ability to articulate design rationale, work effectively with cross-functional teams (Product, Engineering), and influence stakeholders.
• Problem-Solving: Proven ability to tackle complex design challenges and translate them into intuitive and user-friendly solutions.
• B2B SaaS Experience: Deep understanding of the nuances and user needs within B2B software environments, particularly in complex domains.

Preferred Skills:

• Financial Software/FinTech Design: Experience designing for financial applications, ERP systems, or FinTech products, understanding complex financial concepts and workflows.
• AI/ML Product Design: Familiarity with designing user experiences for AI-powered features or products.
• Interaction Design: Advanced skills in designing sophisticated interaction patterns and micro-interactions.
• Mentorship: Experience guiding and mentoring junior designers.
• Strategic Thinking: Ability to contribute to product strategy and influence the product roadmap beyond immediate design tasks.
• Challenger Mindset: Proactive approach to questioning assumptions and driving innovation.

📝 Enhancement Note: The emphasis on B2B SaaS and complex systems, particularly financial workflows, is critical. Candidates should be prepared to showcase how they've navigated ambiguity and technical constraints in previous roles. The "challenger mindset" implies an expectation for candidates to push boundaries and propose innovative solutions, not just execute existing visions.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• End-to-End Case Studies: Showcase 2-3 detailed case studies demonstrating the full design process from problem definition and user research to final UI and impact.
• Complexity Demonstration: Highlight projects that involved navigating complex business requirements, technical constraints, or intricate workflows, especially within B2B SaaS.
• Financial Domain Relevance: Prioritize examples that illustrate experience with financial concepts, accounting workflows, or enterprise software design.
• Impact & Metrics: Clearly articulate the problem solved, the design solutions implemented, and the measurable impact (e.g., improved user efficiency, adoption rates, task completion times, customer satisfaction scores).
• Design System Contribution: If applicable, showcase contributions to or creation of design systems, emphasizing consistency and scalability.

Process Documentation:

• User Journey Mapping: Examples of how user journeys were mapped and used to inform design decisions.
• Information Architecture: Demonstrations of how complex information was organized and structured for clarity.
• Wireframing & Prototyping: Clear examples of wireframes and interactive prototypes used for user testing and stakeholder alignment.
• Usability Testing Reports: Summaries or key findings from usability tests that led to design iterations.

📝 Enhancement Note: The portfolio is the primary tool for assessing a candidate's ability to handle complex B2B SaaS design, particularly in a domain like finance. Candidates should focus on demonstrating their strategic thinking, problem-solving process, and the tangible impact of their design work, rather than just presenting polished UI screens. The ability to articulate the "why" behind design decisions is paramount.

💵 Compensation & Benefits

Salary Range: $180,000 - $210,000 USD per year.

Benefits:

• Competitive Pay & Equity: Strong salaries coupled with equity options, allowing employees to share in the company's success.
• Comprehensive Health Coverage: Top-tier health and dental insurance with premiums partially or fully covered for employees, and 90% coverage for dependents.
• Flexible Time Off: Generous Paid Time Off (PTO) policy to promote work-life balance.
• Professional Development: Opportunities for growth and advancement within a scaling company.
• Team Building: Company-sponsored team offsites in various locations to foster connection and collaboration.

Working Hours: Standard full-time hours, typically 40 hours per week, with flexibility built around hybrid and remote work arrangements. In-office presence is required on Tuesdays and Thursdays, plus one additional flexible in-office day per week.

📝 Enhancement Note: The provided salary range is competitive for a Senior Product Designer role in New York City, especially within a well-funded startup. The benefits package emphasizes employee well-being and long-term commitment, aligning with the company's growth trajectory. The hybrid work model specifies required in-office days, which is crucial for candidates to consider.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, specifically FinTech and AI-powered ERP solutions. Rillet operates at the intersection of finance, enterprise software, and artificial intelligence, aiming to revolutionize how finance teams manage their operations. Company Size: Small to Medium-sized (likely 50-200 employees, based on funding and growth stage). This size implies a dynamic, fast-paced environment where individuals can have a significant impact. Founded: Rillet was founded with a mission to provide AI-native ERP solutions, indicating a focus on innovation and leveraging cutting-edge technology. (Specific founding date not provided, but implied to be relatively recent given AI focus and funding.)

Team Structure:

• The design team is likely small and growing, offering opportunities to shape its future.
• Collaboration is expected to be highly cross-functional, with designers working closely with Product Managers, Engineers, and potentially Sales/Marketing teams to ensure product-market fit and successful GTM execution.
• Reporting structure will likely involve a Design Lead or Head of Product, with direct mentorship opportunities.

Methodology:

• Data-Driven Decisions: Emphasis on user research and data to validate design choices and product direction.
• Agile Development: Rillet's pace and focus on "ship velocity" suggest an agile or similar iterative development methodology.
• Customer-Centricity: A strong focus on customer satisfaction and delivering value to finance teams is a core tenet.
• Innovation & Speed: The company culture prioritizes extreme speed, agency, and flexibility, encouraging proactive problem-solving and rapid iteration.

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

📝 Enhancement Note: Rillet's culture is described as high-pace, demanding extreme speed, agency, and flexibility. This is characteristic of successful early-stage startups aiming for rapid growth and market disruption. Candidates should be prepared for an environment that values initiative and results over strict process adherence, especially in design.

📈 Career & Growth Analysis

Operations Career Level: This role is designated as "Senior Product Designer," indicating an individual contributor role with significant autonomy and responsibility. It sits above junior or mid-level designers and is expected to contribute strategically to product development and design team growth. Reporting Structure: Typically, a Senior Product Designer reports to a Design Lead, Head of Product, or a similar senior leadership role within the product organization. They will collaborate extensively with Product Managers and Engineering leads. Operations Impact: The Senior Product Designer's impact is crucial for Rillet's GTM strategy. By creating intuitive and efficient financial software, they directly contribute to:

• Customer Acquisition: A superior user experience attracts and converts new customers.
• Customer Retention & Satisfaction: An easy-to-use, powerful platform leads to higher customer satisfaction and reduced churn.
• Scalability: A well-designed, scalable product infrastructure supports Rillet's rapid growth and expansion.
• Brand Perception: Elegant design reinforces Rillet's image as a leader in innovative financial technology.

Growth Opportunities:

• Leadership in Design: As Rillet scales, there will be opportunities to grow into a Design Lead or Manager role, overseeing a team and setting design strategy.
• Specialization: Deepen expertise in FinTech design, AI product design, or B2B SaaS user experience.
• Strategic Influence: Play a key role in shaping the future of Rillet's product and design vision.
• Cross-Functional Development: Gain exposure to product management, engineering, and GTM strategies.
• Equity Growth: As an early employee, the potential for significant equity growth aligns with company success.

📝 Enhancement Note: This role offers substantial growth potential within a rapidly scaling company. The emphasis on "growth with the company" suggests that responsibilities and compensation will increase as Rillet expands, making it an attractive opportunity for ambitious designers.

🌐 Work Environment

Office Type: Rillet embraces a hybrid work model, requiring in-office presence on Tuesdays and Thursdays, plus one additional flexible in-office day. This suggests a mix of focused individual work (remote) and collaborative team engagement (in-office). The company operates hubs in New York City and San Francisco. Office Location(s): New York City, New York, United States; San Francisco, California, United States. Candidates are expected to be within commuting distance or willing to relocate. Workspace Context:

• Collaborative Hubs: The in-office days are designed for collaboration, brainstorming, and building team connections.
• Modern Tools: Access to industry-standard design tools (Figma, Sketch, etc.) and potentially AI-assisted design software.
• Cross-Functional Interaction: Ample opportunities to interact with product, engineering, and other GTM teams, fostering a holistic understanding of the business.
• Dynamic Environment: A startup environment means adaptability and comfort with evolving office setups and team dynamics.

Work Schedule: While a standard 40-hour week is expected, Rillet's culture emphasizes "extreme speed, agency, and flexibility." This suggests that while core hours and in-office days are defined, there may be an expectation of dedication and adaptability to meet project demands, balanced by flexible PTO.

📝 Enhancement Note: The hybrid model is a key detail, requiring candidates to be comfortable with a structured in-office presence for collaboration while retaining remote flexibility. This blend is designed to maximize both focused work and team synergy.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A brief call to assess basic qualifications, cultural fit, and understanding of the role.
• Portfolio Review (with Hiring Manager/Team Lead): A deep dive into your portfolio, focusing on case studies, design process, problem-solving approach, and impact. Be prepared to articulate the "why" behind your design decisions.
• Design Challenge/Exercise: Potentially a take-home assignment or a live design exercise focused on a specific problem relevant to Rillet's product, assessing your ability to handle complex financial workflows.
• Cross-Functional Interviews: Meetings with Product Managers and Engineers to evaluate collaboration skills, technical understanding, and ability to integrate design into the development process.
• Final Interview: Likely with a senior leader (e.g., Head of Product, CEO) to assess strategic alignment, cultural fit, and long-term potential.

Portfolio Review Tips:

• Focus on Process: Clearly articulate your thought process, research methodology, and how you arrived at your solutions.
• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your designs.
• Tell a Story: Structure your case studies as narratives, highlighting challenges, your role, and the outcomes.
• Tailor to Rillet: Emphasize projects that showcase experience with B2B SaaS, complex systems, and ideally, financial domains.
• Be Concise but Thorough: Highlight key aspects without overwhelming the reviewer.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with Rillet's product, the AI-native ERP space, and common pain points for finance teams.
• Think Strategically: Consider business goals, user needs, and technical feasibility in your approach.
• Communicate Clearly: Practice articulating your thought process and design decisions concisely and effectively, as if presenting to stakeholders.
• Embrace Ambiguity: Be prepared for challenges that may not have a single "right" answer, and demonstrate how you navigate uncertainty.

📝 Enhancement Note: The interview process is designed to thoroughly assess both design craft and strategic thinking. Candidates should be ready to defend their design choices with data and a clear understanding of user and business goals. The portfolio review is critical, so ensuring it highlights relevant experience is paramount.

🛠 Tools & Technology Stack

Primary Tools:

• Design & Prototyping: Figma (highly probable, industry standard), Sketch, Adobe Creative Suite.
• Collaboration & Communication: Slack, Zoom, Google Workspace (Docs, Sheets, Slides).
• Project Management: Jira, Asana, Trello (or similar tools used by Product & Engineering).

Analytics & Reporting:

• Tools for understanding user behavior within the product (e.g., Pendo, Amplitude, Mixpanel) would be beneficial.

CRM & Automation:

• While not directly a designer's tool, understanding how CRM (like Salesforce) and other GTM automation tools integrate with financial ERP systems is advantageous.

📝 Enhancement Note: Proficiency in Figma is almost a given for modern product design roles. Familiarity with tools that track user behavior and product adoption will help designers understand the impact of their work and inform future iterations.

👥 Team Culture & Values

Operations Values:

• Speed & Agency: Proactive problem-solving and taking ownership are highly valued.
• Customer Focus: Deep understanding and dedication to serving the needs of finance teams.
• Innovation: Encouragement to challenge assumptions and invent new paradigms.
• Excellence & Craft: High standards for design quality and execution.
• Collaboration: Working effectively across teams to achieve shared goals.
• Agility & Flexibility: Adapting quickly to changing priorities and market demands.

Collaboration Style:

• Cross-Functional Partnerships: Close working relationships with Product Managers and Engineers are essential for success.
• Open Communication: A culture that encourages direct feedback and open discussion of ideas.
• Iterative Design: Working in sprints or cycles, incorporating feedback and iterating on designs.
• Shared Ownership: A collective responsibility for the product's success, from design to delivery.

📝 Enhancement Note: Rillet's culture emphasizes high performance, autonomy, and a strong bias for action. Designers are expected to be proactive contributors who can operate effectively in a fast-paced, evolving environment.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Complexity: Translating intricate financial concepts and workflows into intuitive and user-friendly interfaces.
• Balancing Innovation and Usability: Creating novel interaction paradigms while ensuring the product remains accessible and efficient for finance professionals.
• Establishing Design Foundations: Helping to build and scale the design system and processes in a rapidly growing company.
• Navigating Ambiguity: Operating effectively in a startup environment where priorities and requirements can evolve quickly.
• Cross-Functional Alignment: Ensuring design vision is understood and supported across Product, Engineering, and GTM teams.

Learning & Development Opportunities:

• FinTech & AI Specialization: Deepen expertise in a high-demand and rapidly evolving sector.
• Scale-Up Experience: Gain invaluable experience in building design practices and systems within a growing tech company.
• Strategic Product Input: Contribute directly to product strategy and roadmap decisions.
• Leadership Potential: Opportunities to mentor designers and potentially lead design initiatives as the team grows.
• Exposure to Investors & Visionaries: Working alongside experienced founders and investors in the tech space.

📝 Enhancement Note: The challenges presented are typical for senior roles in innovative startups, offering significant opportunities for professional growth and skill development. Candidates who thrive on solving complex problems and building from the ground up will find this role particularly rewarding.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a highly complex or regulated industry. What were the key challenges, and how did you approach them?" (Focus on process, user research, and stakeholder management.)
• "How would you approach building a design system from scratch or significantly evolving an existing one for a B2B SaaS product like Rillet?" (Highlight your understanding of scalability, consistency, and collaboration.)
• "Imagine we're exploring a new AI agent for automatic accrual generation. Walk us through your initial design thinking process, from understanding user needs to proposing initial concepts." (Demonstrate your ability to ideate and translate complex features into user flows.)

Company & Culture Questions:

• "What excites you most about Rillet's mission and the FinTech/AI space?" (Show genuine interest and alignment with the company's vision.)
• "How do you handle feedback, especially when it conflicts with your design vision?" (Assess your collaboration style and ability to compromise.)
• "Describe a situation where you had to push back on a requirement or assumption from a stakeholder. How did you manage it, and what was the outcome?" (Evaluate your assertiveness and strategic communication.)

Portfolio Presentation Strategy:

• Structure: Begin with a high-level overview of the project and your role, then dive into specific case studies, detailing the problem, your process, key decisions, and outcomes.
• Visuals: Use clear, well-annotated visuals, including wireframes, user flows, prototypes, and final UI.
• Narrative: Tell the story of each project, emphasizing the challenges and how your design solutions addressed them.
• Metrics: Quantify the impact of your work whenever possible.
• Q&A Readiness: Be prepared to answer in-depth questions about your decisions, trade-offs, and the specific challenges of the projects presented.

📝 Enhancement Note: Candidates should prepare to discuss their experience with ambiguity, complex systems, and user-centric design in a fast-paced environment. The ability to articulate the "why" behind design decisions and demonstrate measurable impact will be key.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided Ashby link on Rillet's careers page.
• Portfolio Customization: Tailor your portfolio to highlight 2-3 strong B2B SaaS case studies, emphasizing end-to-end ownership, complex problem-solving, and demonstrable impact, ideally within financial or related enterprise software domains.
• Resume Optimization: Ensure your resume clearly outlines your 5+ years of relevant experience, specific skills in product design, user research, UI/UX, and design systems, using keywords from the job description.
• Prepare Your Narrative: Practice walking through your portfolio case studies, focusing on your process, decision-making, and the quantifiable results of your work. Be ready to discuss your experiences with ambiguity and collaboration.
• Company Research: Thoroughly review Rillet's website, product, and any available press to understand their mission, target market, and company culture, preparing to articulate your interest and alignment.

⚠️ 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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