Director of Business Systems

Overview

We are seeking a dynamic leader to oversee all business-facing technology systems, including policy administration, claims, billing, underwriting support, and related integrations. Reporting to the Vice President of Enterprise Technology, this role provides strategic and operational leadership to ensure scalable, compliant solutions that meet business needs in a highly regulated property & casualty insurance environment.

• Lead and develop a high-performing Business Systems team, including analysts, configuration specialists, QA, and vendor-supported developers.
• Serve as the primary technology partner for business units, translating requirements into actionable roadmaps.
• Oversee configuration, customization, and integration of core insurance platforms and ancillary systems.
• Drive agile delivery practices, release management, and continuous improvement initiatives.
• Ensure compliance with regulatory, audit, and security standards while championing automation and user experience enhancements.
• Manage vendor relationships, budgets, and resource planning.
• Collaborate across technology and analytics teams to align infrastructure and data strategies.

This position emphasizes team leadership—selecting, coaching, and developing talent, fostering collaboration, and building succession plans to support organizational goals.

• High school diploma or GED
• Eight (8) years of progressive experience in insurance business systems or application leadership
• Five (5) or more years managing software teams
• OR an equivalent combination of education, certification, training, and/or experience

• May be required to possess a valid state of Florida driver’s license
• Insurance industry designations or trade certifications as required

• Bachelor’s degree or higher in related field
• Deep experience with modern insurance core systems (Guidewire, Duck Creek, etc.)
• Property & casualty product knowledge (homeowners strongly preferred)
• Agile/Scrum certification and large-scale implementation experience
• Experience with leading project management and organizational tools (Jira Software, Jira Service Desk, etc.)