Job Description
We are seeking a Senior UX Designer to lead the user experience strategy for the modernization of a legacy desktop underwriting application into a web-based platform. This role is heavily focused on reworking and evolving existing screens, workflows, and interaction patterns, rather than designing entirely new concepts from scratch.
The ideal candidate has experience designing complex, data-heavy enterprise systems and understands how to balance continuity for expert users with the introduction of modern, web-appropriate UX patterns. You will work closely with underwriting, actuarial, product, and engineering teams to translate dense business rules and decision logic into intuitive, efficient web experiences within real-world frontend constraints.
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Responsibilities
UX Strategy & System Modernization
• Lead UX design efforts for the migration of a legacy desktop underwriting application to a web-based platform
• Analyze existing desktop screens and workflows to identify opportunities for simplification, restructuring, and usability improvements
• Thoughtfully phase out legacy interaction patterns while preserving critical functionality and user efficiency
• Translate complex underwriting data, rules, and decision logic into intuitive, web-based user experiences
• Ensure continuity for experienced underwriters while introducing modern UX patterns appropriate for the web
Design & Prototyping
• Create user flows, wireframes, interactive prototypes, and high-fidelity UI designs optimized for web delivery
• Design interfaces that support high-volume data entry, comparison, review, and decision-making
• Evolve and contribute to an existing design system suitable for large-scale enterprise applications
• Design within known frontend constraints (Blazor /.NET–based UI, with potential React components)
• Ensure designs meet accessibility, usability, performance, and consistency standards
Collaboration & Delivery
• Partner closely with underwriting, actuarial, operations, and product stakeholders to understand business rules and user needs
• Work with engineering teams to ensure designs are technically feasible and implemented as intended
• Clearly articulate design rationale and tradeoffs to stakeholders with varying levels of UX and technical expertise
• Iterate designs based on user feedback, testing results, and implementation constraints
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.
Required Skills & Experience
• 6+ years of professional UI/UX design experience - last role have held senior or lead title
• Demonstrated experience designing internal enterprise or line-of-business applications
• Experience modernizing or migrating legacy desktop systems to web platforms
• Familiarity with insurance underwriting workflows (commercial, group, or individual)
• Strong proficiency with design and prototyping tools such as Figma
• Proven ability to work with complex data models, business rules, and expert-user workflows
• Strong understanding of usability principles for expert users, including efficiency, cognitive load, and workflow optimization
• Background working in Agile, Scrum, or large-scale enterprise environments
Nice to Have Skills & Experience
• Experience in medical insurance, health underwriting, or regulated healthcare environments
• Familiarity with underwriting concepts such as risk assessment, rating factors, eligibility, and decisioning
• Experience designing data-intensive tables, dashboards, and form-heavy workflows
• Experience contributing to long-term platform modernization initiatives
Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.