Senior 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 Position Summary Taxwell is looking to hire a Senior Product Designer to join our mission of making it affordable and easy for individuals and businesses to digitally file their taxes. This individual will apply design principles and methodologies to elevate our experience, championing AI‑native thinking across the product organization. They will collaborate closely with product management and development teams to build industry‑leading experiences that achieve business objectives and elevate customer outcomes. For this role, we expect a level of AI fluency that shows clear evidence that AI is changing the role and improving outcomes. What You’ll Do Design Excellence & Craft Create user experiences and interfaces for product prototypes in keeping with industry standards and best practices Translate user needs and business requirements into compelling experiences across web, mobile, and AI‑driven touchpoints Create user journeys, user flows, wireframes, and interactive prototypes across multiple devices and interfaces Create low- and high‑fidelity prototypes to communicate design intent, using AI‑assisted tools to rapidly explore and iterate on concepts AI‑Powered Product Design Design innovative features that leverage generative AI to transform how users interact with and complete their tax filing experience Contribute to defining what AI‑native experiences look and feel like at scale across the Taxwell product ecosystem Develop reusable AI‑informed design patterns and interaction paradigms that can be applied across products and surfaces Cross‑Functional Collaboration Collaborate with product management, engineering, research, and data science to define, iterate, and ship features, ensuring alignment across user needs, business goals, and technical constraints Recommend metrics to define, manage, and measure design success and prioritize enhancements Communication & Storytelling Create and present strategies and recommendations to design partners and stakeholders, articulating rationale clearly and confidently Use expertise, storytelling, and persuasion to influence the product vision and design Measure and explain the value of design to stakeholders using qualitative and quantitative data AI Fluency Expectations At Taxwell, we assess AI fluency across four dimensions—Mindset, Strategy, Building, and Accountability. Mindset: You don’t just use AI—you fundamentally rethink how design work gets done. You abandon the status quo when it no longer serves, and you lead others through that transformation. Your AI fluency trajectory shows continuous evolution and a willingness to reinvent your own practice Strategy: Evaluate emerging AI capabilities (LLMs, multimodal models, agentic AI) and translate them into actionable product and design opportunities. Lead cross‑functional initiatives where AI creates competitive differentiation. Build and facilitate AI training that upskills the design team Building: Build systems, not one‑off features—pipelines and agent‑driven workflows that take in customer feedback, generate specs, prototype solutions, and ship. Design AI‑powered experiences that people understand, value, use, and trust. Lead new ways of building product, such as unlocking designers to ship code in production Accountability: Establish quality standards for AI‑augmented work across your team. Define guardrails for AI‑powered experiences that balance innovation with user trust. Own the outcomes not just of your own work, but the quality bar for how AI is used across the designers you influence. You can delegate the work, but never the accountability. Who You Are Bachelor’s degree or equivalent expertise in User Experience, Interaction Design, Communication Design, Information Architecture, Psychology, Human‑Computer Interaction (HCI), Human Factors, or a related field 5+ years of experience or equivalent expertise designing solutions for software, web applications, or mobile native apps 3+ years of experience or equivalent expertise using industry‑standard design and prototyping tools to create low- and high‑fidelity designs, such as Figma 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 your team Experience designing AI‑powered features or products—such as conversational interfaces, intelligent recommendations, predictive workflows, or agentic experiences—with proven ability to ship to production with real outcomes Demonstrated experience influencing, negotiating with, and gaining buy‑in from stakeholders, including leadership Demonstrated experience applying the design decision‑making process and incorporating data and key findings into designs Demonstrated experience supporting the iterative design process end‑to‑end, including wireframing, prototyping, user testing, and high‑fidelity visuals Foundational understanding of common design heuristics and principles Ability to accept feedback gracefully while also knowing when to push back respectfully Takes ownership of own work and AI‑assisted outputs alike—being accountable to deadlines and to the quality of everything that ships, regardless of how it was produced Delivers impactful presentations and uses storytelling to influence and persuade others Can show examples of redesigning how design work gets done: abandoning the previous status quo and reinventing the process with AI at the core Preferred Qualifications Master’s degree or equivalent experience in User Experience, Interaction Design, Communication Design, Information Architecture, Psychology, HCI, Human Factors, or a related field Experience shipping end‑to‑end AI workflows—not just conversational interfaces—to production with measurable outcomes Proficiency with vibe coding and AI‑assisted prototyping—using generative AI to rapidly bring design ideas to life in code Experience evaluating and adopting emerging AI technologies to improve team productivity and design quality Understanding of responsible AI principles including bias awareness, transparency, and user trust Experience unlocking designers to ship code in production, with a clear understanding of the trade‑offs involved A strong AI fluency trajectory—a clear story of how your AI practice has evolved, what you’ve tried and abandoned, and where you’re headed At Taxwell, we believe our work benefits from the diverse perspectives of our employees. As such, Taxwell welcomes and celebrates diversity and inclusion and is committed to equal opportunity employment. At Taxwell, you can expect a supportive, open, and inclusive atmosphere and a team that values your contributions. Taxwell is committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants without regard to race, color, religion, sex, national origin, age, disability, marital status, sexual orientation, gender identity, veteran status, and any other status protected under applicable law. Taxwell considers information gathered in the hiring process, including information on this application, confidential, and only shares it on a need‑to‑know basis or as required by law. If you need assistance or accommodation due to a disability, you may contact us at View email address on click.appcast.io or by calling View phone number on click.appcast.io to speak with a member of the HR Talent Acquisition team. Taxwell is the leading digital tax filing platform formed from the combination of Drake Software® and TaxAct®. These two longstanding organizations offer customers do‑it‑self digital and downloadable products that are easy‑to‑use, best‑in‑class technology, and provide unparalleled customer support. Taxwell brands are the trusted solution to make taxes easy for the most complex users. TaxAct offers income tax preparation software directly to consumers and tax professionals. The process of filing taxes is highly personal and can be extremely complex. At TaxAct we aim to help every customer accurately file their taxes while simultaneously identifying opportunities to improve their financial situation. Since 2000, TaxAct has helped file over 90 million returns through TaxAct consumer and professional software. We believe that everyone should be empowered to do their own taxes, have the proper resources to claim the money they deserve and receive support to make informative financial decisions. Drake Software has a long history providing top‑tier professional tax preparation software. Since 1977, Drake has provided services to over 70,000 tax professionals nationwide that have filed over 40 million tax returns each year. Drake Software’s comprehensive products provide the tools and support tax professionals need to build their businesses. Drake products are designed to assist our customers efficiently prepare and e‑file individual and business returns, so they can focus on serving their clients. #J-18808-Ljbffr Taxwell