Note: The job is a remote job and is open to candidates in USA. Guidewire Software is a leading provider of platform solutions for property and casualty insurers. They are seeking a Lead UX Designer to pioneer AI-Native Underwriting initiatives, focusing on creating user experiences that leverage AI and machine learning to enhance decision-making for underwriters.
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
- Architect 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
Skills
- 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)
- Location: San Mateo, CA preferred (2 days per week in office). Open to remote US or Canada
Benefits
- 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.
- 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.
Company Overview
Company H1B Sponsorship