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.

Skills

• Strong understanding of UX/UI design principles and practices.
• Experience with generative AI, LLMs, and agentic workflows.
• Ability to work effectively in a fast-paced, agile environment.
• Strong communication and collaboration skills.

Benefits

At Guidewire, we provide a comprehensive benefits package that supports your health and well-being, including health, dental, and vision insurance, paid time off, and a company-sponsored retirement plan. Some roles may also be eligible for the annual company bonus plan, commissions, and/or long-term incentive awards.

Pay

The US 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.

Schedule

This role is based in San Mateo, CA, with the option to work remotely in the US or Canada. The role requires 2 days per week in the office.