Principal Product Designer

Position Summary

Taxwell is seeking a Principal Product Designer to join our mission of making tax filing affordable and easy for individuals and businesses. This role will advance the product design discipline, including defining how the organization designs with and for AI, to elevate our experience. The ideal candidate will collaborate closely with product management and engineering teams to deliver superior experiences that solve complex problems, achieve business impact, and elevate customer outcomes.

What You’ll Do

• Design Quality & Craft

• Define user experiences and interfaces for product prototypes in keeping with industry standards and best practices
• Translate user needs and business requirements into compelling experiences and strategies across complex, multi-touchpoint journeys
• Create user journeys, user flows, and interactive prototypes across multiple customer journeys and interfaces
• Able to use vibe coding tools to communicate in code while establishing patterns and best practices

• AI-enabled Product Design

• Define the organization’s approach to designing AI-powered products and features, establishing frameworks, patterns, and principles that guide how AI is experienced by users
• Design innovative product features that leverage generative AI to transform how users discover, complete, and engage with tax filing
• Design principles and interaction patterns for AI-native experiences that scale across multiple surfaces and products

• Strategy & Influence

• Advise senior leaders on design initiatives, strategies, and the strategic role of AI in the product experience
• Lead the development of product design best practices, templates, and trainings to increase design knowledge and standards for the organization, with a focus on AI-native design methodologies
• Define metrics to manage and measure design success and prioritize enhancements

• Cross-Functional Collaboration

• Collaborate with product management, engineering, and data to shape product roadmaps and prioritize features
• Partner with product and engineering leadership to shape the company’s AI product strategy and roadmap

• Storytelling & Communication

• Develop and communicate product vision through storytelling, high-fidelity prototypes, and working software to leadership and cross-functional partners

• Mentorship & Organizational Development

• Mentor and elevate design quality across the team through design reviews, feedback, and craft leadership
• Build and facilitate AI design training programs that upskill the entire design team

Who You Are

• Bachelor’s degree or equivalent expertise in User Experience, Interaction Design, Communication Design, Information Architecture, Psychology, Human-Computer Interaction, Human Factors, or a related field
• 10+ years of experience or equivalent expertise designing solutions for software, web applications, or mobile native apps
• 8+ years of experience or equivalent expertise using industry-standard design and prototyping tools to create low- and high-fidelity designs and define the work
• Deep proficiency with AI-powered design tools and workflows, with a track record of integrating AI capabilities into the design process and championing adoption across teams
• Demonstrated experience designing AI-powered products or features at scale—including conversational AI, intelligent automation, agentic workflows, personalization engines, or predictive experiences with proven ability to ship to production with real outcomes
• Demonstrated expertise defining success criteria and key performance indicators (KPIs) used to measure design effectiveness
• Demonstrated experience influencing, negotiating with, and gaining buy-in from stakeholders, including executive leadership
• Excelling at delivering compelling and impactful presentations and setting the example for how to use storytelling to influence and persuade others
• Ability to work independently on multiple concurrent projects and provide mentorship to other designers
• Ability to facilitate conversations and drive outcomes across the business
• Can show examples of redesigning how product ships: abandoning the previous status quo and reinventing the process with AI at the core

Preferred Qualifications

• Master’s degree in User Experience, Interaction Design, Communication Design, Information Architecture, Psychology, HCI, Human Factors, or a related field
• Demonstrated ability working with SaaS consumer products
• Experience defining AI design strategy for an organization including establishing when and how AI should be integrated into user experiences
• Proficiency with vibe coding and ability to lead teams that use AI-assisted development tools to accelerate design-to-development workflows
• Experience with responsible AI design practices including bias mitigation, explainability, and inclusive design for AI-driven experiences
• Thought leadership in the AI design space through conference talks, published writing, or recognized contributions to the design community
• Experience unlocking designers to ship code in production, with a clear understanding of the tradeoffs involved