Lead UW Systems Analyst

Accountabilities: Own assigned lines of business: Support commercial insurance products across General Liability, Umbrella, Commercial Auto, Property and Crime, Inland Marine, Commercial Output, Workers’ Compensation, and Maritime Employers Liability, including applicable proprietary coverages such as Cyber, Employment Practices Liability, and Equipment Breakdown. Manage the product backlog: Maintain, refine, and prioritize backlog items to ensure development efforts focus on the most valuable business needs and system enhancements. Define business requirements: Create detailed user stories and acceptance criteria, document requirements and defects, and clarify functionality for development teams throughout the delivery process. Collaborate with stakeholders: Partner with Underwriting Systems, Product Analysts, IT, Actuarial, Operations, Billing, Claims, Corporate Underwriting, and business users to gather requirements, validate needs, and incorporate feedback. Coordinate release planning: Work with the Underwriting Systems Manager to establish release goals, determine priorities, and communicate scope and expectations to development teams. Lead user acceptance testing: Contribute to the development, execution, and maintenance of test scenarios and acceptance tests to confirm that system enhancements meet business requirements and user expectations. Develop training resources: Create and update system training materials covering assigned lines of business and common system functionality, helping business users understand and effectively apply system capabilities. Provide informal leadership: Guide and support analysts working on production support, user acceptance testing, requirements documentation, defect reporting, and troubleshooting. Drive project delivery: Oversee projects related to assigned lines of business or designated system functionality, including capacity planning, roadmap development, and execution against established plans. Promote consistent practices: Help establish and maintain standards for requirements development, defect reporting, user acceptance testing, and underwriting system troubleshooting. Champion continuous improvement: Identify opportunities to improve processes, participate in retrospectives, and help implement changes that strengthen system performance and business workflows. Support critical business needs: Investigate and resolve time-sensitive issues, exercising sound judgment to prioritize assignments and maintain underwriting integrity, regulatory compliance, and operational effectiveness. Requirements At least 5 years of professional experience in commercial insurance. High school diploma or GED equivalent required; a college degree and/or professional insurance certifications is desirable. Practical knowledge of commercial insurance products, underwriting systems, and business processes, with Workers’ Compensation experience preferred. Experience working with Guidewire PolicyCenter or a comparable policy administration application. Understanding of the workflows involved in processing and managing commercial insurance policies. Familiarity with Agile methodologies and experience using Jira and Confluence. Hands-on experience developing business requirements, writing user stories, creating test scenarios, and supporting user acceptance testing. Ability to interpret technical and insurance documentation, including bureau manuals, regulatory bulletins, underwriting guidelines, proprietary product requirements, and Guidewire resources. Ability to understand system functionality and translate it into effective test cases, requirements, and training materials for business users. Strong communication and interpersonal skills, with the ability to build productive, collaborative relationships with colleagues, business partners, and leaders in a remote working environment. Excellent organizational skills, attention to detail, and a strong work ethic, with the ability to manage multiple assignments and meet deadlines. Sound judgment and prioritization skills, particularly when addressing complex, time-sensitive, or critical business problems. Adaptability and a willingness to embrace, support, and champion change. A proactive, solution-oriented mindset and the ability to provide clear direction and support to other analysts. Flexibility to work occasional nonstandard hours, including evenings and weekends during system deployments, as required. Benefits Annual salary: $90,000–$120,000, depending on skills, experience, education, and geographic location. Potential additional compensation: An annual discretionary bonus may be available in addition to base salary. Medical coverage: Access to medical, dental, and vision insurance plans for eligible employees and their families. Disability protection: Short-term and long-term disability coverage. Life insurance: Basic life insurance and accidental death and dismemberment (AD&D) coverage equal to twice the employee’s annual salary, provided at no cost. Health and financial accounts: Health Savings Account (HSA) and Flexible Spending Account (FSA) options. Retirement savings: Access to a 401(k) plan with employer matching contributions. Paid time off: Accrual of 0.0846 hours of PTO per paid hour, potentially totaling approximately 22 days annually. Paid holidays: 10 paid holidays each calendar year. Employee assistance: Employee Assistance Plan available at no cost. Community involvement: 12 hours of paid volunteer time annually, plus charitable contribution matching of up to $500 per year. Professional development: Tuition reimbursement and other educational benefits. Work arrangement: The position is advertised as remote, with occasional evening or weekend availability required for deployments.