Principal Product Designer

Taxwell helps everyday Americans get every tax advantage they deserve by finding credits and deductions they never even knew existed. Our tax preparation software offers easy guidance and ensures your maximum tax refund. We strive to build a team of like-minded experts in both tax and technology who align with our brand purpose, are advocates for our customers and have a fresh, non-traditional approach to the tax industry.Taxwell is a leading digital tax filing platform formed in 2022 from the combination of Drake Software® and TaxAct®. These two longstanding organizations offer customers professional and do-it-yourself digital and downloadable products that are easy-to-use, best-in-class technology, and provide unparalleled customer support. Taxwell brands are a trusted solution for all users including those with complex tax returns. We strive to attract and retain candidates who exemplify our values: performance, perseverance, progress and partnership. Taxwell is an organization of forward thinkers looking to add industry experts to our growing team. Position SummaryTaxwell is looking to hire a Principal Product Designer to join our mission of making it affordable and easy for individuals and businesses to digitally file their taxes. This individual will advance the product design discipline, including defining how the organization designs with and for AI, to elevate our experience. They will collaborate closely with product management and engineering teams to deliver superior experiences that solve complex problems, achieve business impact, and elevate customer outcomes. For this role, we expect a transformative level of AI fluency to help re-engineer how work happens. What You’ll DoDesign Quality & CraftDefine user experiences and interfaces for product prototypes in keeping with industry standards and best practicesTranslate user needs and business requirements into compelling experiences and strategies across complex, multi-touchpoint journeysCreate user journeys, user flows, and interactive prototypes across multiple customer journeys and interfacesAbility to use vibe coding tools to communicate in code while establishing patterns and best practicesAI-enabled Product DesignDefine the organization’s approach to designing AI-powered products and features, establishing frameworks, patterns, and principles that guide how AI is experienced by usersDesign innovative product features that leverage generative AI to transform how users discover, complete, and engage with tax filingEstablish design principles and interaction patterns for AI-native experiences that scale across multiple surfaces and productsStrategy & InfluenceAdvise senior leaders on design initiatives, strategies, and the strategic role of AI in the product experienceLead 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 methodologiesDefine metrics to manage and measure design success and prioritize enhancementsCross-Functional CollaborationCollaborate with product management, engineering, and data to shape product roadmaps and prioritize featuresPartner with product and engineering leadership to shape the company’s AI product strategy and roadmapStorytelling & CommunicationDevelop and communicate product vision through storytelling, high-fidelity prototypes, and working software to leadership and cross-functional partnersExcel at delivering compelling and impactful presentations, setting the example for how to use storytelling to influence and persuade othersMentorship & Organizational DevelopmentCollaborate with leadership to support team member development, including AI skill-building across the design organizationMentor and elevate design quality across the team through design reviews, feedback, and craft leadershipBuild and facilitate AI design training programs that upskill the entire design teamAI Fluency ExpectationsFor this role, we expect a transformative level of AI competency to help re-engineer how work happens. You will shape new ways of building products and can show examples of redesigning how products ship.You don’t just use AI, you fundamentally rethink how the design discipline operates in an AI-native world. You abandon the status quo when it no longer serves, and you lead others through that transformation with conviction and clarityDefine the vision for how AI transforms the design practice at Taxwell, from tools and workflows to the products we build for customers. Evaluate emerging AI capabilities (LLMs, multimodal models, agentic AI) and translate them into actionable product and design opportunities. Lead cross-functional initiatives that create competitive differentiationBuild systems, not one-off features, pipelines and agent-driven workflows that take in customer feedback, generate specs, prototype solutions, and ship. Build and facilitate AI training programs that upskill the entire design te