Guidewire Software

Lead UX Designer

Guidewire Software • $140K — $210K *
US-AnywhereRemote in United States
Finance & Insurance
Less than 5 years of experience
Today
Be an Early Applicant
Job Overview by Ladders

Qualifications

  • 4-7 years of UX design experience, mostly in complex SaaS, big data, or AI/ML applications.
  • Proven track record in Risk Management environments like FinTech or InsureTech.
  • Fluency in AI/ML UX principles, focusing on probabilistic vs deterministic systems.
  • Strong storytelling skills to combine user-centric and data-driven narratives.
  • Experience facilitating design-thinking workshops to unify cross-functional teams around user problems.
  • Proven capability in conducting qualitative and quantitative research.
  • Proficient in using AI tools such as NotebookLM, Gemini, or Claude Code.
  • An outstanding portfolio that reflects a human-centered design process and measurable impact.

Responsibilities

  • Pioneer an AI-Native UX vision for underwriting solutions across the organization.
  • Design user experiences that clarify AI-generated insights and enhancements.
  • Transform underwriting workflows from manual to automated processes focusing on high-value tasks.
  • Create interfaces that effectively integrate structured and unstructured risk data.
  • Develop intelligent decision-support systems that integrate seamlessly into user workflows.
  • Collaborate effectively with Product Management, Data Science, and Engineering teams.
  • Align UX design efforts with product roadmaps while adapting to evolving project needs.

Benefits

  • Health, dental, and vision insurance available.
  • Paid time off to support work-life balance.
  • Company-sponsored retirement plan options.
  • Eligibility for annual bonus plans and long-term incentives.
Full Job Description
Summary

Location: San Mateo, CA preferred (2 days per week in office). Open to remote US or Canada

Job Description

Your Day-to-Day
As a UX lead for our AI-Native Underwriting initiatives, you will:
  • 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.


What You Need to Be Successful
  • 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).


How we work @ Guidewire
  • Collaboration: We build on each other's ideas and draw on interdisciplinary approaches to craft impactful experiences.
  • Integrity: We stand behind our words and commitments as part of a global community, respecting and recognizing our interdependence.
  • Curiosity: We are lifelong learners, with a growth mentality, who are passionate about advancing our discipline through entertaining new ideas and unique perspectives.
  • Humility: We leverage our expertise while respecting other viewpoints and challenging our own assumptions.
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. 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.

About Guidewire Software

Guidewire Software, Inc. provides software products for property and casualty insurers worldwide. The company offers Guidewire InsuranceSuite comprising Guidewire PolicyCenter, BillingCenter, and ClaimCenter applications. It also provides Guidewire InsuranceNow, a cloud-based platform, which offers policy, billing, and claims management functionality to insurers that prefer to subscribe to a cloud-based solution. In addition, the company offers Guidewire Underwriting Management, a cloud-based integrated business application; Guidewire Rating Management that enables insurers to address the pricing needs; Guidewire Reinsurance Management, a cloud-based application that helps insurers to manage their reinsurance activities; and Guidewire Client Data Management, a cloud-based application, which provides customer data management capabilities. Further, it provides Guidewire Product Content Management that provides software tools and standards-based line-of-business templates to introduce and modify products; Guidewire AppReader, a natural language processing tool; Guidewire ClaimCanvas, a claim fraud detection and investigation solution; Guidewire ClaimCenter Test Automation, a testing solution for ClaimCenter; Guidewire PolicyCenter Test Automation, a testing solution for PolicyCenter; and Guidewire DevConnect, a developer environment that offers tools to develop and support integration applications. Additionally, the company offers implementation and integration, maintenance support, and professional services, as well as Guidewire Live, a cloud-based analytics platform. It sells its products primarily through its direct sales force. The company was founded in 2001 and is headquartered in Foster City, California.
Learn more about Guidewire Software
Size
2,942 employees
Market Cap
$5 billion
Industry
Enterprise Technology
Net Income
-$21.1 million
Founded
2001
5 Year Trend
+9.8%
Revenue
$761.6 million
NASDAQ
GWRE
* Ladders Estimates

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