Business Analyst

Crestwell Underwriters, LLC is seeking an experienced Business Analyst with a strong foundation in P&C insurance and commercial MGA operations to support the continued growth of our commercial residential property programs, with a focus on condominium and homeowners association business.

This role serves as the operational bridge between underwriting, technology, and leadership. The Business Analyst will gather and document business requirements, support system implementations, lead testing efforts, prioritize cross-functional initiatives, and manage projects from concept through execution. The ideal candidate understands insurance workflows deeply and can translate business needs into scalable system and process solutions.

• Gather, analyze, and document detailed business requirements across underwriting, operations, finance, and leadership
• Translate underwriting guidelines, rating logic, and workflow processes into structured business requirement documents
• Develop process maps, user stories, and functional documentation for system enhancements
• Oversee user acceptance testing (UAT) to ensure accurate implementation
• Serve as liaison between underwriters, business owners, and technology partners
• Identify system gaps and recommend scalable solutions aligned with Crestwell’s commercial residential strategy

• Work across departments to identify, evaluate, and prioritize initiatives
• Assess operational impact of new product features, regulatory requirements, and system enhancements
• Align business objectives with platform capabilities and implementation timelines
• Facilitate internal discussions to define scope, ownership, and sequencing of work

• Lead cross-functional projects from planning through execution
• Develop project plans, milestones, and success metrics
• Coordinate with system integrators, technology vendors, and external consultants
• Track deliverables, manage risks, and ensure initiatives remain on schedule
• Provide structured status reporting and visibility to leadership

• Evaluate underwriting and operational workflows to improve efficiency and long-term scalability
• Support reporting initiatives tied to carrier, investor, and regulatory requirements
• Establish documentation and project tracking standards to support continued growth

• 2–5+ years of experience in P&C insurance, preferably within property lines
• Experience in a commercial MGA or related insurance environment is preferred but not required
• Strong understanding of underwriting workflows and the insurance lifecycle
• Experience translating business requirements between business stakeholders and technology partners
• Experience building test scripts and participating in user acceptance testing
• Proven ability to manage projects across cross-functional insurance teams
• Ability to operate effectively in a growing, entrepreneurial environment

• Exposure to commercial residential property insurance, including condominium and HOA programs
• Direct experience in Florida commercial residential markets
• Experience with data mapping and reporting requirements, including exposure to Florida Hurricane Catastrophe Fund reporting
• Familiarity with catastrophe modeling tools and related reporting frameworks

• Competitive compensation package with benefits.
• Growth opportunities and career path development in underwriting.
• A fast-paced, entrepreneurial environment with high visibility and impact.