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
• Ability 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
• Establish 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
• Excel at delivering compelling and impactful presentations, setting the example for how to use storytelling to influence and persuade others.

Mentorship & Organizational Development

• Collaborate with leadership to support team member development, including AI skill-building across the design organization
• 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

AI Fluency Expectations

• For 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 clarity.
• Define 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 differentiation.
• Build 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 team.
• Lead new ways of building product, such as unlocking designers to ship code in production.
• Establish organizational quality standards for AI-augmented work.
• Define guardrails for AI-powered experiences that balance innovation with user trust and ethical considerations.
• Own the outcomes at the organizational level, not just your own work, but the quality bar for how AI is used across the design team and larger organization.

Requirements

• 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
• Demonstrated ability to develop an experience design discipline for an organization, including creation and facilitation of trainings, establishing design standards, and tool enablement
• Excels at delivering compelling and impactful presentations and sets 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.

Benefits

• Taxwell offers a supportive, open, and inclusive atmosphere
• We believe our work benefits from the diverse perspectives of our employees. Taxwell is committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants.