Vice President of Actuarial Services (Chicago)

Job Title: Vice President of Actuarial Services

Reports to: Chief Executive Officer

Direct Reports: Director of Actuarial Services, Actuarial Staff

Who We Are

Olympus Insurance Company is the premier insurance partner, providing the broadest coverage and superior service for Florida homeowners since 2007. We believe that insurance is a promise, and we honor our commitment to help homeowners navigate life's inevitable storms. Becoming an Olympian means joining a collaborative, people-first culture built on growth, accountability, and connection. Think Ahead. Think Olympus.

What Olympus Offers

We extend our signature White Glove Service to our employees through a comprehensive total rewards package, including:

• 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

At Olympus, we empower you to grow, contribute, and thrive both professionally and personally.

What You’ll Do

As Vice President of Actuarial Services at Olympus Insurance Company, you’ll serve as the company’s senior actuarial leader, guiding strategy, analytics, and long-term financial performance across the organization. This role partners closely with executive leadership and the Board to support data-driven decision-making related to pricing, reserving, reinsurance, catastrophe exposure, and business growth.

You’ll lead and develop a high-performing actuarial team while driving innovation through advanced analytics, predictive modeling, and emerging technologies in Florida’s evolving property insurance market.

Key Responsibilities

• Serve as the company’s actuarial authority, including issuing the Statement of Actuarial Opinion (SAO)
• Lead actuarial strategy related to pricing, reserving, predictive modeling, analytics, and risk management
• Develop forecasts for premiums, exposures, insured values, and losses to support reinsurance and business planning
• Oversee ratemaking, reserving, catastrophe exposure analysis, and profitability monitoring
• Partner with executive leadership, the CEO, and the Board to provide strategic actuarial insights and recommendations
• Support the development and management of Olympus’ reinsurance program
• Lead and mentor actuarial leadership and staff while supporting succession planning and professional development
• Collaborate with regulators, brokers, reinsurers, vendors, and external partners on actuarial matters
• Ensure compliance with actuarial standards, regulatory requirements, and internal controls
• Evaluate and implement advanced analytics, machine learning, and AI-driven solutions to improve business insight and operational efficiency
• Stay current on industry trends, Florida market conditions, catastrophe modeling, and regulatory developments

What You’ll Bring

• Bachelor’s degree in Actuarial Science, Mathematics, Statistics, Finance, Economics, or related field
• FCAS designation required (ACAS candidates nearing FCAS and qualified to sign the SAO may be considered)
• 10+ years of Property & Casualty actuarial experience
• 3+ years of leadership or management experience
• Deep expertise in pricing, reserving, reinsurance, catastrophe risk, and predictive modeling
• Strong understanding of Florida residential homeowners insurance preferred
• Experience supporting regulatory filings and working with FLOIR preferred
• Advanced SQL and strong technical programming skills (Python, R, or similar)
• Experience with Power BI, Tableau, catastrophe modeling platforms, or GIS tools preferred
• Exceptional leadership, communication, and strategic thinking skills
• Ability to translate complex actuarial concepts into clear business recommendations for executive leadership and Boards of Directors

EEO Compliance

Olympus Insurance Company is an equal opportunity employer committed to fostering a diverse, inclusive, and respectful workplace. We prohibit discrimination and harassment of any kind based on race, color, religion, national origin, sex (including pregnancy, childbirth, and related medical conditions), age, disability, genetic information, marital status, sexual orientation, gender identity or expression, veteran or military status, or any other protected characteristic under federal, state, or local law.

This position will remain open until September 20th, 2026, or until a sufficient pool of qualified candidates has been identified.