Product Designer

📍 Job Overview

Job Title: Product Designer

Company: Numeral

Location: New York, New York, United States

Job Type: FULL_TIME

Category: Product Design / GTM Operations

Date Posted: May 19, 2026

Experience Level: Mid-Senior Level (5-10 years)

Remote Status: Hybrid (with potential for remote in some cases)

🚀 Role Summary

• Drive end-to-end product design outcomes for Numeral's AI-native tax solution, focusing on complex B2B financial workflows.

• Leverage AI-first methodologies and tools (LLMs, Claude, Cursor, Claude Code) as core components of the design process to accelerate exploration and prototyping.

• Translate intricate tax regulations (sales tax, VAT, GST) into intuitive, high-impact user experiences that improve key business metrics like activation and completion rates.

• Collaborate deeply with Product Management, Engineering, and customers to define problems, validate concepts, and ensure successful product launches and adoption.

📝 Enhancement Note: While the title is "Product Designer," the emphasis on "outcomes, not artifacts," "accountable for outcomes," and driving "key metrics — activation, time-to-first-filing, registration completion, customer-reported confidence" strongly indicates a role deeply integrated with Go-To-Market (GTM) operations and revenue enablement. The candidate will be instrumental in designing experiences that directly impact customer acquisition, onboarding efficiency, and ultimately, revenue realization through seamless tax compliance. The focus on AI-first design and complex B2B financial systems also positions this as a strategic GTM design role.

📈 Primary Responsibilities

• Own product design initiatives from inception through launch and iteration, partnering closely with Product Managers and Engineers to define problems and explore solution spaces.

• Initiate design exploration using Large Language Models (LLMs) such as Claude to clarify ambiguous tax workflows, draft Product Requirements Documents (PRDs), and identify critical edge cases relevant to tax compliance.

• Conduct self-serve customer research, engaging directly with controllers, AP leads, and founders to validate concepts and gather insights, treating research as a velocity tool.

• Leverage AI-powered tools like Cursor and Claude Code to build and iterate on user flows, generating code with AI assistance while guiding structure, behavior, and overall UX quality, in close partnership with engineering.

• Translate validated concepts into comprehensive Figma designs, ensuring full state coverage, system alignment, and production readiness, meticulously accounting for tax-specific edge states.

• Design for the 80/20 principle by encoding complex tax logic into Numeral's internal tax engine (Minerva), ensuring a simple and successful default experience for the majority of users.

• Contribute to the development of design patterns, prompts, and best practices, actively participating in critiques and reviews to elevate the team's craft and AI-driven design capabilities.

📝 Enhancement Note: The responsibilities highlight a hands-on, end-to-end ownership model typical of early-stage, high-growth companies. The emphasis on "owning product work end to end" and staying "involved through launch and iteration" implies a need for designers who are comfortable with ambiguity and can drive projects with minimal oversight. The explicit mention of starting "in an LLM" and using "Cursor and Claude Code" signifies a requirement for a designer who embraces AI as an integral part of their workflow, not just a supplementary tool.

🎓 Skills & Qualifications

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

Experience: 5-10 years of experience as a Product Designer, with a demonstrated track record of owning complex projects from problem definition to launch and iteration.

Required Skills:

• Demonstrated experience as a product designer on complex B2B products, particularly within fintech, accounting, or other systems-heavy domains.

• Proven ability to own product work end-to-end, from initial problem definition through solution exploration, validation, and post-launch iteration.

• Active and proficient use of LLMs (e.g., Claude, ChatGPT) as a core component of the design workflow for tasks such as clarifying intent, drafting PRDs, and identifying edge cases.

• Comfort and practical experience with AI coding tools like Cursor or Claude Code for prototyping and flow development, even if not writing production code directly.

• A strong portfolio showcasing robust product thinking, sophisticated interaction design, and exceptional craft on dense, data-heavy user interfaces.

• Ability to collaborate effectively with Product Managers to define and track success metrics, and to adjust designs based on performance data and user feedback.

Preferred Skills:

• Experience planning and executing customer interviews or usability tests specifically with finance, accounting, or operations users.

• Familiarity with building, maintaining, and extending design systems, including shared components and pattern libraries.

• Solid understanding of front-end development concepts, including components, states, conditional logic, and their implications for design implementation.

📝 Enhancement Note: The experience requirement of 5-10 years, combined with the emphasis on owning projects end-to-end and working with complex B2B systems, suggests a mid-to-senior level role. The explicit requirement for AI tool proficiency (LLMs, Cursor, Claude Code) is a defining characteristic, indicating a forward-thinking design team that values technological adoption and efficiency. This isn't a traditional design role; it's one that requires a builder mindset and an experimental approach to problem-solving within a high-stakes domain.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase at least 2-3 complex B2B product design case studies, with a strong emphasis on problem definition, user research, AI-assisted ideation, and iterative prototyping.

• Demonstrate experience designing for data-heavy interfaces and complex systems, highlighting how you translated intricate logic into clear, actionable user experiences.

• Include examples of how you defined and used success metrics to iterate on designs and drive measurable business outcomes (e.g., activation, conversion, efficiency).

• Provide evidence of collaboration with engineering and product teams, illustrating your role in the end-to-end product development lifecycle.

Process Documentation:

• Explain your process for starting design work with LLMs, providing examples of prompts used and how AI outputs informed your initial design directions.

• Detail your approach to rapid user validation and self-serve research, demonstrating how you quickly gather insights to inform design decisions.

• Illustrate your workflow for using AI coding tools (Cursor, Claude Code) for prototyping, showing how you collaborate with engineers on implementation.

• Describe how you translate validated concepts into production-ready designs in Figma, including strategies for handling edge cases and ensuring system alignment.

📝 Enhancement Note: A portfolio for this role must go beyond static mockups. It needs to tell a story about the design process, especially one that incorporates AI. Candidates should be prepared to walk through their AI-assisted workflows, demonstrate how they used LLMs to uncover requirements or edge cases, and explain how they leveraged tools like Cursor for rapid prototyping. The emphasis on "outcomes" means case studies must clearly articulate the problem, the AI-enhanced solution, and the measurable impact on business metrics.

💵 Compensation & Benefits

Salary Range: $150,000 - $400,000 USD per year.

Explanation of Range: This broad salary range reflects a significant variation based on candidate experience, depth of expertise in AI-driven design and complex B2B systems, and the specific impact they can demonstrate. The higher end of the range would be for exceptionally experienced candidates with a proven track record of driving substantial business outcomes in similar high-stakes environments. Numeral, as a well-funded, fast-growing AI-native startup, is positioned to offer competitive compensation to attract top talent.

Benefits:

• Competitive salary and equity package, providing direct participation in the company's financial success.

• Comprehensive medical, dental, and vision coverage for employees and their dependents.

• Wellness perks including subscriptions to Headspace for mental well-being and the Peloton One App for fitness.

• 401(k) retirement savings plan.

• On-site amenities including catered lunch, dinner, and snacks when working in the office.

• Regular team offsites and company events fostering camaraderie and team building.

Working Hours: 40 hours per week standard, with the expectation of flexibility and dedication common in a fast-paced startup environment.

📝 Enhancement Note: The generous salary range ($150k-$400k) is indicative of a highly competitive market for specialized product designers, especially those with AI proficiency and experience in critical B2B domains like finance and tax. This range also reflects Numeral's status as a well-funded startup ($57M+ raised) aiming to attract top-tier talent. The equity component is a significant part of the total compensation strategy, aligning employee success with company growth.

🎯 Team & Company Context

🏢 Company Culture

Industry: AI-Native Tax Solution / Fintech. Numeral operates at the intersection of artificial intelligence and financial technology, specifically targeting the complex and often burdensome world of sales tax, VAT, and GST compliance for digital businesses. This positions them in a high-growth, high-impact sector where regulatory complexity creates a strong market need.

Company Size: Likely in the range of 50-200 employees (based on typical Y Combinator and Series A/B funding stage companies). This size offers the agility of a startup with growing structure and resources.

Founded: 2023. As a relatively new company, Numeral likely fosters a culture of rapid innovation, experimentation, and a strong sense of shared mission.

Team Structure:

• The Design team is likely small but impactful, working closely with Product Management and Engineering. Expect a collaborative, builder-led environment where designers are integrated into the core product development process.

• Designers are expected to be cross-functional partners, bridging the gap between user needs, business requirements, and technical feasibility, with a strong emphasis on AI integration.

Methodology:

• AI-First Product Development: Design and development processes are fundamentally built around leveraging AI tools (LLMs, AI coding assistants) from the initial ideation phase to prototyping and iteration.

• Outcome-Oriented Design: Focus is placed on achieving defined business metrics (e.g., activation, completion rates) rather than solely on delivering design artifacts.

• Rapid Iteration & Validation: Emphasizes quick prototyping, testing with real customers, and iterating based on data and feedback, treating research as a tool to accelerate velocity.

• Systems Thinking: Designing for complex, regulated domains requires a deep understanding of underlying systems and the ability to simplify them for the end-user.

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

📝 Enhancement Note: Numeral's AI-native approach to tax is a significant differentiator. The company is not just using AI; they are building their solution around AI. This implies a culture that values technological innovation, experimentation, and a forward-thinking mindset. The "builder-led" approach suggests a flat hierarchy where individuals are empowered to make decisions and drive initiatives, especially in the design and engineering functions.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a Mid-to-Senior Product Designer, likely aligning with a "Product Designer II" or "Senior Product Designer" level in larger organizations. The "accountable for outcomes" and "own product work end to end" mandates suggest a high degree of autonomy and responsibility. The candidate is expected to operate with minimal supervision and drive significant product impact.

Reporting Structure: The designer will likely report to a Head of Design, Design Lead, or potentially a Head of Product, depending on the current organizational structure. They will work daily with Product Managers and Software Engineers assigned to specific product areas.

Operations Impact: This role has a direct and significant impact on Numeral's GTM operations and revenue. By designing intuitive and efficient tax compliance experiences, the designer will:

• Improve Customer Acquisition & Activation: Streamline onboarding flows for new customers, reducing friction and increasing the speed at which they can start using the product.

• Enhance Customer Retention & Expansion: Ensure users have a positive and successful experience with core features, leading to higher satisfaction and reduced churn.

• Drive Operational Efficiency: Design self-service tools and automated workflows that reduce the need for manual intervention, both for customers and Numeral's support/success teams.

• Enable Revenue Growth: By making complex tax compliance simple, the product encourages broader adoption and usage, directly contributing to revenue growth and customer lifetime value.

Growth Opportunities:

• Deep Specialization in AI-Driven Design: Become a leader in applying AI tools and methodologies to complex B2B product design challenges, a highly sought-after skill.

• Product Ownership & Strategy: Progress to owning larger product areas or even leading design for specific product lines, contributing to strategic roadmap development.

• Leadership & Mentorship: As the design team grows, opportunities to mentor junior designers, establish design standards, and potentially lead small design pods will emerge.

• Impact in a High-Growth Startup: Gain invaluable experience in a fast-paced, well-funded startup environment, with the potential for significant career advancement and financial reward as the company scales.

📝 Enhancement Note: The "Product Designer" title might understate the strategic importance of this role within Numeral's GTM and revenue operations. The designer is not just creating interfaces; they are designing the experience of tax compliance, which is a critical bottleneck for many digital businesses. Success in this role directly translates to customer success, operational efficiency, and revenue growth. The emphasis on AI integration also positions this as a cutting-edge design role with significant future career potential.

🌐 Work Environment

Office Type: Hybrid work model, with a primary focus on in-office collaboration in New York. The description mentions hiring in SF and NY offices but also "remotely in some cases," suggesting flexibility but a preference for in-person interaction.

Office Location(s): New York, NY (primary stated location for this posting), San Francisco, CA (also mentioned as a hiring location).

Workspace Context:

• Collaborative Environment: The emphasis on "builder-led" and working closely with PMs and engineers suggests a highly collaborative workspace where design discussions, critiques, and problem-solving happen fluidly.

• AI-Enabled Tools: Designers will have access to and be expected to utilize advanced AI tools (LLMs, AI coding assistants) and industry-standard design software (Figma) as part of their daily toolkit.

• Customer-Centric: The expectation to "talk directly to controllers, AP leads, and founders" means the workspace culture supports and encourages direct customer interaction as a fundamental part of the design process.

Work Schedule: Standard 40-hour work week, typical for full-time employment. However, given the startup environment and the "accountable for outcomes" philosophy, there may be periods requiring extended commitment to meet project deadlines or achieve critical milestones. The hybrid nature allows for some flexibility in balancing in-office and remote work.

📝 Enhancement Note: The hybrid nature with a strong emphasis on office presence in NY suggests that Numeral values in-person collaboration for critical design sprints, brainstorming, and team cohesion, while allowing some flexibility. For operations roles, this blend can be ideal, enabling focused individual work while fostering the strong cross-functional communication and alignment that complex GTM operations demand.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A recruiter or hiring manager will review your application, focusing on your resume and portfolio to assess alignment with the role's requirements, particularly AI proficiency and experience with complex B2B products.

• Design Challenge/Portfolio Review: Expect a deep dive into your portfolio. You'll likely present 1-2 case studies, focusing on your end-to-end process, strategic thinking, interaction design craft, and how you leveraged AI or novel approaches. Be prepared to discuss your role, the problems you solved, and the outcomes achieved. A take-home design challenge or a live design exercise may also be part of this stage.

• Team Interviews: You'll meet with PMs, Engineers, and potentially other designers to assess your collaboration style, problem-solving abilities, and cultural fit. Expect questions about how you'd approach specific design problems within Numeral's domain.

• Hiring Manager/Leadership Interview: A final conversation to discuss your overall fit, career aspirations, and alignment with Numeral's mission and values.

Portfolio Review Tips:

• Curate Strategically: Select case studies that best highlight your experience with complex B2B products, data-heavy interfaces, and ideally, any use of AI tools in your design process.

• Focus on Process & Outcomes: Don't just show final screens. Detail your thought process, problem definition, research methodology, iterative design cycles, and most importantly, the quantifiable outcomes achieved (metrics!).

• Demonstrate AI Integration: Clearly articulate how you used LLMs or AI coding tools. Explain the prompts, the insights gained, and how they accelerated your design or prototyping efforts.

• Tell a Story: Structure your case studies as narratives with a clear problem, your approach, your solutions, and the results. Use visuals effectively but ensure the narrative is compelling.

• Highlight Collaboration: Show how you worked with cross-functional teams (PM, Eng) and customers.

Challenge Preparation:

• Understand the Domain: Research sales tax, VAT, GST, and the challenges faced by digital businesses in compliance. Familiarize yourself with common financial workflows.

• Think AI-First: Consider how AI could be applied to simplify tax-related tasks, from data entry and analysis to compliance reporting.

• Focus on Clarity & Efficiency: Numeral's goal is to simplify complexity. Your solutions should reflect this by prioritizing ease of use, clear communication, and efficient workflows.

• Prepare to Discuss Metrics: Be ready to discuss how you would define and measure success for any proposed solution.

📝 Enhancement Note: The interview process will heavily scrutinize the candidate's ability to not only design but to innovate using AI. The portfolio review is critical; candidates must be able to articulate their AI-assisted design process and demonstrate tangible outcomes. The emphasis on "outcomes, not artifacts" means interviewers will probe deeply into the impact of past work.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core tool for UI design, prototyping, and system building. Proficiency in creating comprehensive design systems and detailed state coverage is expected.

• AI LLMs (e.g., Claude, ChatGPT): Essential for initial problem clarification, drafting PRDs, generating creative ideas, and identifying edge cases in complex tax workflows.

• AI Prototyping/Coding Tools (e.g., Cursor, Claude Code): Used for rapid flow development, interactive prototyping, and collaborating with engineers by leveraging AI-generated code.

Analytics & Reporting:

CRM & Automation:

• Numeral likely uses a CRM (e.g., Salesforce, HubSpot) and potentially other automation tools. Designers may need to understand how their designs impact customer journeys within these systems, especially for onboarding and activation flows.

📝 Enhancement Note: The explicit mention of AI tools like Claude, Cursor, and Claude Code is a significant differentiator. This isn't just about Figma proficiency; it's about integrating cutting-edge AI into the entire design workflow. Designers who are already experimenting with or proficient in these tools will have a substantial advantage. The core expectation is that designers will leverage AI to accelerate their process and enhance their output.

👥 Team Culture & Values

Operations Values:

• Ownership: Employees are empowered and expected to take full responsibility for their work and its outcomes, driving initiatives from start to finish.

• AI-First Innovation: A commitment to leveraging artificial intelligence as a foundational element in product development and operational processes, fostering a culture of experimentation and forward-thinking.

• Customer Obsession: Deeply understanding and prioritizing the needs of finance and accounting professionals, translating complex tax regulations into intuitive user experiences.

• Builder Mentality: A hands-on, proactive approach to problem-solving, where individuals are encouraged to build, test, and iterate rapidly.

• Simplicity from Complexity: The core mission to take an intimidating and complex domain (tax compliance) and make it obvious and manageable for users, reflecting a value for elegant solutions to challenging problems.

Collaboration Style:

• Cross-Functional Integration: Designers work seamlessly with Product Managers and Engineers, forming tight-knit teams that share ownership of product success. Collaboration is continuous, not siloed.

• Direct Customer Engagement: A culture that values direct interaction with customers to gather insights, validate ideas, and ensure the product meets real-world needs.

• Open Feedback & Critiques: Design crits and reviews are likely a regular part of the process, fostering a culture of constructive feedback aimed at raising the quality of craft and strategic thinking across the team.

📝 Enhancement Note: The culture at Numeral is shaped by its AI-native identity and its mission to simplify tax compliance. Expect a dynamic, fast-paced environment where innovation, ownership, and a deep understanding of complex systems are highly valued. The "builder-led" culture implies a high degree of autonomy and a bias for action.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Tax Complexity: The inherent difficulty in understanding and designing for intricate, ever-changing tax regulations (sales tax, VAT, GST, nexus thresholds, etc.) is a significant challenge. Designers must translate this complexity into user-friendly interfaces.

• AI Integration Maturity: While AI tools are powerful, effectively integrating them into a design workflow and ensuring they genuinely enhance outcomes requires continuous learning and adaptation. There will be a learning curve in mastering these new tools and workflows.

• Balancing AI Assistance with Human Craft: Ensuring that AI-generated code and designs are polished, scalable, and aligned with brand and user experience standards requires strong design oversight and critical judgment.

• Rapid Iteration Speed: The startup environment demands quick turnarounds. Designers must be comfortable working at a fast pace, iterating rapidly, and making decisions with incomplete information.

Learning & Development Opportunities:

• Mastery of AI-Driven Design: Become an expert in using LLMs and AI coding assistants for product design, a skill set that will be increasingly valuable in the industry.

• Deep Domain Expertise: Develop a strong understanding of tax compliance, finance operations, and B2B SaaS product development, opening doors to specialized roles in fintech and related fields.

• Product Strategy Contribution: As the company grows, opportunities to influence product strategy, roadmap planning, and define new product areas will arise.

• Leadership Development: Potential to grow into design leadership roles, guiding teams and shaping the design function within a rapidly scaling company.

📝 Enhancement Note: The primary challenge is translating extreme complexity into simplicity, amplified by the need to master and integrate novel AI design tools. For a motivated designer, these challenges are also immense growth opportunities, positioning them at the forefront of AI-driven product development.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a highly complex, regulated domain. How did you approach understanding the problem space and translating it for users?" (Focus on your process, research, and ability to simplify.)

• "How have you used AI tools (LLMs, AI coding assistants) in your design workflow? Walk us through a specific example from problem identification to solution iteration." (Be specific about the tools, your prompts, the insights, and the impact.)

Company & Culture Questions:

• "What interests you about Numeral's mission to transform tax compliance, especially using an AI-first approach?" (Show genuine interest and understanding of the company's vision.)

• "How do you approach collaboration when working with Product Managers and Engineers on a builder-led team?" (Highlight your cross-functional communication and teamwork skills.)

Portfolio Presentation Strategy:

• Start with the "Why": Begin each case study by clearly stating the problem you were trying to solve and the business objectives.

• Show the AI Journey: Explicitly detail how AI tools were used at various stages of your process – from initial research and ideation to prototyping and code generation assistance.

• Emphasize Iteration and Outcomes: Walk through your design iterations, explaining the rationale behind changes, and conclude with the measurable impact of your solutions on key metrics.

• Highlight Collaboration: Describe how you partnered with engineers, PMs, and customers throughout the project.

• Prepare for Deep Dives: Be ready to answer detailed questions about your design decisions, the trade-offs you made, and how you would approach similar challenges in the future.

📝 Enhancement Note: Interview preparation should heavily emphasize the AI-first aspect of the role. Candidates need to be ready to articulate not just what they designed, but how AI facilitated and improved that process, and what the tangible business results were. Practicing presenting case studies with a focus on AI integration and outcome metrics is crucial.

📌 Application Steps

To apply for this Product Designer position:

• Submit your application through the provided link on Ashby.

• Customize Your Resume: Tailor your resume to highlight experience with complex B2B products, AI tool proficiency, and any quantifiable impact on business metrics. Use keywords from the job description naturally.

• Curate Your Portfolio: Select 2-3 of your strongest case studies that showcase your end-to-end design process, especially those involving complex systems or AI integration. Ensure each case study clearly articulates the problem, your AI-assisted process, your solutions, and the measurable outcomes.

• Prepare Your Presentation: Practice walking through your selected portfolio case studies, focusing on storytelling, your role, the challenges, the AI tools used, and the results achieved. Be ready to discuss your design philosophy and how you approach collaboration.

• Research Numeral: Understand their mission, product, target audience, and AI-first approach. Be prepared to discuss why you are excited about Numeral specifically and how your skills align with their goals.

⚠️ 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.