Chief Financial Officer

Olympus Insurance Company • Jacksonville, FL

1h • Onsite

About The Position

Olympus is seeking a Chief Financial Officer to serve as a key member of the executive leadership team and a strategic partner to the CEO, helping shape the future of the organization. The CFO is responsible for the overall financial leadership, direction, and long-term financial strategy of Olympus Insurance Company. This role leads all aspects of financial management, including planning and analysis, statutory and GAAP reporting, capital and surplus management, reinsurance financial strategy, treasury, taxation, investments, and regulatory compliance. Beyond core financial responsibilities, the CFO plays a central role in how the business operates and grows - partnering across the organization to evaluate opportunities, improve performance, and ensure disciplined execution. This includes working closely with executive leadership and key stakeholders to assess market opportunities, guide strategic initiatives, and understand the broader financial impact of business decisions. The CFO collaborates with regulators, auditors, actuaries, reinsurers, investment partners, and external stakeholders to maintain the organization’s financial strength and stability while supporting long-term growth. The ideal candidate is a collaborative and strategic executive with deep property and casualty insurance experience, strong statutory accounting and reinsurance expertise, and a proven ability to lead in a fast-paced and evolving environment.

Requirements

• Bachelor’s degree in Accounting, Finance, Business Administration, or related field required.
• 15+ years of progressive financial leadership experience in Property & Casualty insurance required.
• Deep experience with SAP, GAAP, regulatory reporting, and insurance financial operations required.
• Reinsurance experience required.
• Deep knowledge of statutory accounting, GAAP, and insurance financial reporting.
• Strong understanding of P&C insurance operations and financial drivers.
• Expertise in catastrophe exposure and reinsurance structures.
• Strategic thinker with strong analytical and problem-solving capabilities.
• Proven executive leadership and organizational management skills.
• Excellent communication skills, with the ability to translate complex financial concepts clearly.
• Ability to prioritize and operate effectively in a fast-paced environment.
• Strong leadership presence with the ability to influence at all levels.
• High integrity, sound judgment, and professionalism.

Nice To Haves

• CPA strongly preferred.
• Prior executive leadership experience within a P&C carrier environment strongly preferred.
• Florida P&C experience strongly preferred.
• Experience supporting strategic growth, scaling operations, and enterprise planning preferred.

Responsibilities

• Serve as a trusted advisor and strategic partner to the CEO and executive leadership team.
• Help shape and execute the organization’s strategic and financial objectives.
• Provide clear, data-driven insight on profitability, growth opportunities, operational initiatives, and enterprise risk.
• Play an active role in executive decision-making related to business operations, market expansion, and long-term strategy.
• Present financial results, forecasts, and trends in a way that drives alignment and action across leadership.
• Support the organization’s ability to scale effectively during periods of growth and change.
• Provide executive oversight of all accounting and finance operations.
• Ensure timely, accurate statutory and GAAP financial reporting.
• Lead financial planning, budgeting, forecasting, cash flow management, and performance analysis.
• Maintain strong internal controls and financial governance.
• Oversee treasury and liquidity management.
• Monitor performance metrics and proactively identify trends, risks, and opportunities.
• Maintain deep expertise in property and casualty insurance operations, statutory accounting, and regulatory requirements.
• Ensure compliance with NAIC, state insurance departments, and other governing bodies.
• Lead financial examinations, audits, and regulatory engagements.
• Support rating agency interactions, reporting, and analysis.
• Oversee premium tax filings, corporate tax filings, and all financial regulatory requirements.
• Lead financial oversight and strategic evaluation of the reinsurance program.
• Partner with brokers, reinsurers, actuaries, and leadership on structure, renewals, negotiations, and financial impact.
• Monitor catastrophe exposure, capital implications, and reinsurance recoverables.
• Oversee investment monitoring and alignment with organizational objectives.
• Support capital and surplus strategies to maintain financial strength and flexibility.
• Lead, mentor, and develop the finance and accounting team.
• Foster a culture of accountability, collaboration, and service within the finance organization.
• Build strong cross-functional relationships across underwriting, claims, actuarial, IT, operations, and HR.
• Drive process improvement, operational efficiency, and thoughtful use of technology.
• Contribute to special projects and strategic initiatives as needed.

Benefits

• Employer-sponsored medical, dental, and vision plans
• Company-paid life insurance, short-term disability, and long-term disability
• 401(k) with 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

What This Job Offers

• Job Type: Full-time
• Career Level: Executive