Windward Risk Managers

Role Description Product Configurator II / III is a position within the operations/policy administration organization. This role is responsible for configuring, testing, supporting, and implementing approved product changes within the Policy Administration System, including Duck Creek. The Product Configurator II / III uses available configuration tools to support system areas such as rates, rules, forms, UI(Express3), validations, transactions, workflows, and product behavior. This role also provides production support by researching issues, identifying root cause, resolving configuration-related defects, and supporting release validation. Essential Functions: - Monitor production support queues, service desk tickets, JIRA items, or other support channels. - Triage production issues, determine business impact, identify root cause, and escalate when needed. - Respond to requests for technical or configuration assistance in person, by phone, email, or electronically. - Provide production support for configuration-related issues, including troubleshooting, defect resolution, documentation, and post-release validation. - Review and understand business, product, and regulatory requirements before making configuration changes. - Analyze business system needs, user needs, and production support issues. - Use Duck Creek Policy Administration System configuration tools to make approved changes. - Configure assigned product components, including rates, rules, forms, validations, underwriting logic, transactions, and workflows. - Perform unit testing, regression testing, defect validation, and quality testing to confirm changes function properly. - Fix defects identified during testing, UAT, or production support as they relate to product configuration. - Perform peer review and quality checks on configuration changes completed by other team members. - Document requirements, assumptions, configuration changes, use cases, user stories, test results, and production support findings. - Maintain current knowledge base articles, troubleshooting guides, and configuration documentation. - Follow best practices for code deployment, including working in a local repository and performing pull, push, merge, and code review activities. - Maintain accurate records in JIRA, Service Desk, Confluence, and other applicable tracking tools. - Provide guidance and mentorship to other configurators, assist with complex issue analysis, and recommend configuration or process improvements. Qualifications - Bachelor’s degree in an analytical field such as Computer Science, Information Systems, Mathematics, Business, Accounting, Insurance, or equivalent related experience. - Prior experience configuring or supporting insurance products within a Policy Administration System. - Hands-on experience with Duck Creek configuration tools or similar insurance product configuration platforms. - Experience with testing, defect resolution, documentation, and production support. - Proficient in Microsoft Office products. - Strong analytical, troubleshooting, and problem-solving skills. - Excellent organizational skills with the ability to manage multiple projects, assignments, and production support requests. - Excellent verbal and written communication skills. - Ability to work independently and collaboratively with business and technical teams. Preferred Qualifications - Solid understanding of Duck Creek Author and related Duck Creek configuration tools. - Familiarity with insurance products, rating, rules, forms, underwriting, and policy administration processes. - Experience with Commercial Lines insurance is a plus. - Knowledge of Commercial Lines coverages, limits, deductibles, classifications, rating plans, underwriting rules, forms, transactions, and regulatory requirements is preferred. - Knowledge of software development lifecycle, agile delivery, production support, and release management processes. - Experience using JIRA, Confluence, Service Desk, Git, Bitbucket, Azure DevOps, or similar tools. Work Authorization Requirement - This role requires permanent U.S. work authorization and does not offer employer sponsorship now or in the future. Equal Employment Opportunity WRM is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, disability, or veteran status. We take affirmative action to ensure that all employment decisions are based on merit, qualifications, and abilities. Notice to Third Party Agencies WRM does not accept unsolicited resumes from third party recruiting firms. Absent a signed Service Agreement by WRM’s Human Resources Department, WRM reserves the right to pursue and hire these candidates without financial obligation to recruiters or agencies.

Business Analyst - Commercial Residential Property Insurance Fully Remote • Corporate Office - Boca Raton, FL 33487 Overview Position Type Full Time Job Shift Day Description Position Summary: We are seeking an experienced Business Analyst with solid expertise in commercial residential property insurance to support the design, enhancement, and implementation of underwriting and policy administration capabilities for specialized property programs including: - HOA / Homeowners Associations - Small condominium associations - Assisted living facilities - Habitational risks - Other small commercial residential property lines This is not a data analyst or reporting-focused role. We are specifically looking for candidates with prior experience translating insurance products, underwriting, rating, forms, and workflow requirements into detailed business and system requirements for digital insurance platforms. Essential Functions: - Partner directly with Underwriting, Product, Operations, Compliance, and Technology teams to gather and document business requirements - Translate underwriting guidelines, eligibility rules, rates, forms, endorsements, and workflows into functional system requirements - Support enhancements and configuration of online quote/bind applications and policy administration systems - Create user stories, business process flows, requirement documentation, acceptance criteria, and traceability artifacts - Work closely with developers and QA teams throughout the SDLC to ensure requirements are accurately implemented - Analyze impacts of product or regulatory changes to system functionality and business processes - Participate in testing validation, defect triage, and production implementation activities - Support ongoing modernization and automation initiatives for commercial residential property insurance products Qualifications Required Education and Experience: - Bachelor’s degree or equivalent combination of education and relevant work experience - 3+ years of Business Analyst experience specifically within an insurance carrier or MGA environment - Direct experience supporting commercial residential property insurance products - Strong understanding of: - Underwriting rules - Rating logic - Insurance forms and endorsements - Eligibility/referral workflows - Quote-to-bind policy issuance processes - Experience writing requirements for: - Online insurance applications/portals - Policy administration systems - Rating engines - Underwriting workflow systems - Ability to translate business concepts into detailed functional requirements and user stories - Experience facilitating requirement sessions with underwriting and product stakeholders - Familiarity with Agile and/or Scrum delivery methodologies - Strong communication and documentation skills Preferred Qualifications: - Experience supporting Residential Commercial lines of business for Florida risks, including familiarity with state-specific products, forms, rating, underwriting, or regulatory requirements - Experience with HOA, habitational, condominium, or assisted living insurance products - Prior experience implementing or enhancing Guidewire, Duck Creek, or other insurance policy administration platforms - Familiarity with regulated environments such as Florida or California. - Insurance carrier or MGA background strongly preferred - Business Analyst certification (CBAP, CCBA) a plus. Essential Skills: - Understands how commercial residential property insurance products function operationally and can confidently bridge the gap between underwriting/product teams and technical development teams to deliver scalable digital insurance solutions - Strong attention to detail especially when working with policy, forms, rating, claims, or billing system changes. - Strong analytical and critical-thinking skills, with the ability to evaluate business needs and translate them into clear, well-defined requirements. - Ability to work independently with minimal supervision while maintaining accountability for quality and timeliness of deliverables. - Strong problem-solving skills, including the ability to research issues, identify root causes, and recommend practical solutions. - Ability to understand complex business processes, system workflows, and dependencies. - Proficiency with business analysis, documentation, and collaboration tools used to support project delivery. Due to current business and operational considerations, we currently hire employees residing in the following states at this time: AL, AR, CA, CT, FL, GA, KY, MO, NC, NV, OH, SC, TN, TX, VA, and WI. Candidates must be authorized to work for any employer in the U.S. without requiring visa sponsorship now or in the future. WRM is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, disability, or veteran status. We take affirmative action to ensure that all employment decisions are based on merit, qualifications, and abilities. Notice to Third Party Agencies: WRM does not accept unsolicited resumes from third party recruiting firms. Absent a signed Service Agreement by WRM’s Human Resources Department, WRM reserves the right to pursue and hire these candidates without financial obligation to recruiters or agencies.

Job DetailsJob Location: Corporate Office - Boca Raton, FL 33487Position Type: Full TimeSalary Range: $52,000.00 - $55,000.00 Salary/year**** Start date will be in June 2026 **** ***** Must reside in one of the following states for this role ***** Alabama, Florida, Georgia, North Carolina, South Carolina, Tennessee, or Virginia Introduction: Are you a new graduate or will you be graduating this year with a passion for risk assessment? Are you looking to kickstart your career in the insurance industry? Join our team as an Associate Underwriter and embark on a journey of learning and professional growth. What We Offer: Comprehensive underwriting training program. Mentorship from seasoned professionals in the insurance industry. Opportunities for career advancement and professional development in a growing and dynamic company. Competitive salary and excellent benefits package. A dynamic and inclusive work environment that values teamwork and innovation. Position Summary: This is a staff position involved in the review and evaluation of new and renewal homeowner risks. The Associate Underwriter primary responsibilities include review of property inspections, applications, endorsements and related correspondence. Essential Functions: Complete daily assignments for new and renewal business in a paperless environment. Review property applications and related documents to confirm eligibility, insurance to value and rate factor verification. Effectively manages work items in compliance: Time/service standards Within established efficiency and quality standards Provide exceptional customer service with agents and other company support positions via written correspondence. Develop underwriting expertise by building technical knowledge through learning and development activities. Implement underwriting decisions in compliance with state laws and company guidelines. Perform other duties as may be assigned. QualificationsRequired Education and Experience: Bachelor’s degree in business related field. Knowledge of prevalent industry computer software (Microsoft Office, etc.) Core Competencies: Problem Solving: Identifying and resolving problems in a timely manner, developing solutions, working well in team environment to problem-solve. Judgment: Reaching sound conclusions by evaluating data and options for action. Communication: Communicating clearly and persuasively in positive and negative situations, both orally and written Organization: Organizing work and prioritizing tasks Due to current business and operational considerations, we currently hire employees residing in the following states at this time: AL, AR, CA, CT, FL, GA, KY, MO, NC, NV, OH, SC, TN, TX, VA, and WI. Candidates must be authorized to work for any employer in the U.S. without requiring visa sponsorship now or in the future. WRM is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, disability, or veteran status. We take affirmative action to ensure that all employment decisions are based on merit, qualifications, and abilities. Notice to Third Party Agencies: WRM does not accept unsolicited resumes from third party recruiting firms. Absent a signed Service Agreement by WRM’s Human Resources Department, WRM reserves the right to pursue and hire these candidates without financial obligation to recruiters or agencies.

Job DetailsJob Location: Corporate Office - Boca Raton, FL 33487Position Type: Full TimeSalary Range: $52,000.00 - $55,000.00 Salary/year**** Start date will be in June 2026 **** ***** Must reside in one of the following states for this role ***** Alabama, Florida, Georgia, North Carolina, South Carolina, Tennessee, or Virginia Introduction: Are you a new graduate or will you be graduating this year with a passion for risk assessment? Are you looking to kickstart your career in the insurance industry? Join our team as an Associate Underwriter and embark on a journey of learning and professional growth. What We Offer: Comprehensive underwriting training program. Mentorship from seasoned professionals in the insurance industry. Opportunities for career advancement and professional development in a growing and dynamic company. Competitive salary and excellent benefits package. A dynamic and inclusive work environment that values teamwork and innovation. Position Summary: This is a staff position involved in the review and evaluation of new and renewal homeowner risks. The Associate Underwriter primary responsibilities include review of property inspections, applications, endorsements and related correspondence. Essential Functions: Complete daily assignments for new and renewal business in a paperless environment. Review property applications and related documents to confirm eligibility, insurance to value and rate factor verification. Effectively manages work items in compliance: Time/service standards Within established efficiency and quality standards Provide exceptional customer service with agents and other company support positions via written correspondence. Develop underwriting expertise by building technical knowledge through learning and development activities. Implement underwriting decisions in compliance with state laws and company guidelines. Perform other duties as may be assigned. QualificationsRequired Education and Experience: Bachelor’s degree in business related field. Knowledge of prevalent industry computer software (Microsoft Office, etc.) Core Competencies: Problem Solving: Identifying and resolving problems in a timely manner, developing solutions, working well in team environment to problem-solve. Judgment: Reaching sound conclusions by evaluating data and options for action. Communication: Communicating clearly and persuasively in positive and negative situations, both orally and written Organization: Organizing work and prioritizing tasks Due to current business and operational considerations, we currently hire employees residing in the following states at this time: AL, AR, CA, CT, FL, GA, KY, MO, NC, NV, OH, SC, TN, TX, VA, and WI. Candidates must be authorized to work for any employer in the U.S. without requiring visa sponsorship now or in the future. WRM is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, disability, or veteran status. We take affirmative action to ensure that all employment decisions are based on merit, qualifications, and abilities. Notice to Third Party Agencies: WRM does not accept unsolicited resumes from third party recruiting firms. Absent a signed Service Agreement by WRM’s Human Resources Department, WRM reserves the right to pursue and hire these candidates without financial obligation to recruiters or agencies.