Lead UX Designer

About the role

Join Guidewire Design! We are actively redefining how enterprise insurance software operates and reinventing the day-to-day reality for Agents, Adjusters, and specifically for this role, Insurance Underwriters. This role focuses on leveraging AI-native experiences to synthesize massive data, surface hidden risks, and guide underwriters toward faster, smarter decisions.

Responsibilities

• Pioneer the AI-Native Vision: Establish a UX vision for underwriting solutions that leverage Generative AI, LLMs, and agentic workflows.
• Socialize and champion this vision with stakeholders across the organization.
• Design for Trust & Explainability: Design "human-in-the-loop" experiences, including patterns that clearly explain AI-generated insights, confidence levels, and recommendations that are aligned to our AI user experience research and design principles.
• Shift from Reactive to Proactive Workflows: Help evolve the underwriting process from manual data assembly to exception-based, automated workflows—ensuring high-value broker requests are triaged and processed with unprecedented speed.
• Tame Multi-Modal Data: Create elegant interfaces that seamlessly synthesize structured and unstructured risk data into actionable narratives.
• Arcitect Decision-Support Systems: Design interfaces that embed intelligent recommendations directly into the underwriter's natural workflow without causing cognitive overload.
• Collaborate with Cross-Functional Teams: Partner closely with Product Management, Data Science, and Engineering to align technical feasibility with user desirability, ensuring our data models serve human needs.
• Align vision with product roadmaps: Ability to create product designs along product roadmap and drive toward long-term vision through close collaboration with Product and Engineering.
• Be flexible to adjust design approaches into “Now-Next-Future” versions.

Requirements

• 4-7 years of UX design experience, with a significant portion dedicated to complex SaaS platforms, big data products, or AI/ML-driven applications.
• A proven track record in Risk Management environments (FinTech, InsureTech).
• Fluency in AI/ML UX: Clear understanding of the nuances designing for probabilistic systems rather than deterministic ones (e.g., handling AI errors, feedback loops, prompt interfaces, and data confidence intervals). Deep systems thinking is a must.
• Excellent Storytelling Skills: Able to balance emotional, user-centered, and data-driven storytelling to drive decisive action.
• Workshop Facilitation & Leadership: Proven experience running design-thinking workshops that align cross-functional teams around a unified user problem.
• Research Capability: Direct experience in planning, executing, and synthesizing both qualitative and quantitative research.
• Comfort and fluency using AI tools: Adept at using AI tools in your daily work (e.g. NotebookLM, Gemini, Claude Code).
• An Exceptional Portfolio: A body of work demonstrating a rigorous human-centered design process, mastery of complex technical domains, and measurable business impact. (Online or shareable PDF).

Qualifications

• Fluent in English.
• Ability to work in the United States.

Skills

• Strong understanding of UX/UI design principles.
• Experience with generative AI, large language models (LLMs), and agentic workflows.
• Expertise in designing for probabilistic systems.
• Proven ability to facilitate and lead design-thinking workshops.
• Experience in conducting qualitative and quantitative research.
• Proficiency in using AI tools in daily work.

Benefits

Base salary range for this full-time position is $140,000 - $210,000. Your base pay will depend on your experience, skills, education, training, and location among other factors. All full-time positions or part-time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well-being including health, dental, and vision insurance, paid time off, and a company sponsored retirement plan. In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long term incentive awards which are contingent on a variety of factors including, but not limited to, company and employee performance.

Pay

The US base salary range for this full-time position is $140,000 - $210,000.

Schedule

Your schedule will be determined based on your location and the needs of the team.