Director of Underwriting jobs in United States
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Olympus Insurance Company · 1 day ago

Director of Underwriting

Olympus Insurance Company is the premier insurance partner, providing the broadest coverage and superior service for Florida homeowners since 2007. The Director of Underwriting is a strategic, influential, and hands-on leader responsible for driving underwriting excellence, portfolio profitability, and disciplined risk selection across Olympus’s homeowners’ book of business.

Insurance

Responsibilities

Lead and evaluate the Underwriting team at both a macro (strategy, performance, portfolio health) and micro (individual decision quality, technical accuracy) level
Design, implement, and monitor underwriting policies, procedures, and controls that ensure consistency, compliance, and profitable growth
Review, analyze, and elevate underwriting decisions to ensure they align with Olympus’s risk appetite, regulatory requirements, and strategic objectives
Provide coaching, feedback, training, and professional development opportunities to build a high-performing team with strong underwriting acumen
Develop and report on underwriting key performance indicators, trends, and insights for senior leadership, recommending action plans where needed
Collaborate with cross-functional partners including Risk, Claims, Finance, Product, and Sales/Agency Management, to ensure cohesive decision-making and support for enterprise initiatives
Maintain expert knowledge of Florida P&C market trends, regulatory changes, legislative impacts, and competitive dynamics to inform underwriting strategy
Lead and support underwriting technology initiatives, including automation, third-party data integrations, and workflow enhancements
Represent Underwriting in strategic discussions, special projects, audits, and cross-department meetings
Represent Olympus at industry conferences and meetings

Qualification

Underwriting & Risk ExpertiseLeadership & Talent DevelopmentStrategic Thinking & JudgmentOperational ExcellenceAnalytical MindsetTechnology & AnalyticsFlorida Regulatory KnowledgeUnderwriting Policies DevelopmentCollaborative CommunicationAdaptability

Required

Bachelor's degree in Business, Finance, Risk Management, or a related discipline
10+ years of progressive underwriting experience, preferably in homeowners or property lines, with 5+ years in a leadership role
Demonstrated experience creating and optimizing underwriting policies, procedures, and performance controls
Proven success leading high-performing teams in a fast-paced, data-driven underwriting environment
Experience leveraging technology, analytics, and third-party data to drive decision quality
Strong understanding of Florida regulatory requirements and state-specific underwriting considerations
Ability to balance long-term strategy with day-to-day operational needs
Deep understanding of property risk, mitigation strategies, and regulatory requirements
Ability to coach, mentor, and elevate technical underwriting talent
Skilled in process improvement, workflow management, and building scalable systems
Strong ability to interpret data, identify trends, and make informed recommendations
Works effectively across all levels of the organization; strong relationship-building skills with both internal stakeholders and agency partners
Thrives in a changing market, navigates ambiguity, and leads with confidence and clarity

Preferred

advanced degree
Professional designations such as CPCU, ARM, AU, or ARe

Benefits

Employer-sponsored medical, dental, and vision plans
Company-paid life insurance, short-term disability, and long-term disability
401(k) with up company match
Paid Time Off to include annual PTO, Holidays, Floating Holidays, and Volunteer Time Off
Education Assistance Program and ongoing professional development opportunities
Wellness Lunch N Learns
Employee perks such as pet insurance, discount programs, and a welcoming office environment

Company

Olympus Insurance Company

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Comprehensive homeowners insurance coverage, excellence in customer service, and speedy, courteous claims handling is a hallmark of the Olympus brand.

Funding

Current Stage
Growth Stage
Total Funding
unknown
2025-09-10Acquired

Leadership Team

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Tim Stroble, CPCU, ARe
Chief Executive Officer
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Tim Cotton
Chief Operating Officer
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Company data provided by crunchbase