Corporate Risk Manager Jobs in Connecticut (NOW HIRING)

About the Opportunity

Our client is a large, privately held enterprise with a long-standing history of successful growth, diversification, and investment across multiple industries. They are seeking a Risk Manager to lead the organization's risk and insurance function during an exciting period of continued expansion.

This highly visible role will provide oversight of risk management activities across a broad portfolio of operating businesses and assets, offering exposure to a wide range of complex risk profiles and operational environments. The successful candidate will partner closely with senior leadership to help protect and support the organization's ongoing growth initiatives while building a long-term career within a stable, entrepreneurial, and well-capitalized enterprise.

The ideal candidate is a proactive problem-solver who is equally comfortable in the boardroom or out in the field, possessing the agility to navigate distinct industries under a single corporate umbrella.

Key Responsibilities

Claims, Loss Control & Operations

• Oversee claims across commercial auto, general liability, workers’ compensation, and property lines, including managing TPA performance, litigation strategy, reserves, and settlements.
• Monitor key data points (frequency, severity, lag time, incurred vs. paid, closure rates) to design and execute initiatives that reduce the total cost of risk.
• Partner closely with Legal, Operations, HR, and Safety teams to investigate serious incidents, conduct root-cause analyses, and implement preventive corrective actions across all business lines.

Risk Infrastructure & Continuous Improvement

• Maintain and mature a practical enterprise risk management (ERM) framework, including risk registers, key risk indicators (KRIs), and a regular reporting cadence tailored to a privately held organization.
• Strengthen risk transfer mechanisms within contracts, leases, vendor agreements, liability waivers, and event documentation.
• Implement and manage risk/claims management systems, reporting dashboards, and actionable analytics to standardize policies while honoring the unique needs of each entity.
• Provide risk due diligence and post-acquisition insurance integration support to ensure new teams and assets plug into the corporate program and culture smoothly.

Insurance, Captive & Risk Financing

• Assist the CFO with the strategy, placement, and administration of all insurance programs, including a stand-alone captive insurance company, large-deductible/self-insured structures, excess/umbrella, and specialty lines.
• Analyze retentions, limits, and alternative risk structures to recommend the optimal balance between risk transfer and retention.
• Serve as the primary liaison with brokers, carriers, TPAs, and external partners; negotiate competitive terms, conditions, and pricing.
• Leverage telematics, in-cab cameras, and driver safety technologies to optimize safety and mitigate liability across a massive commercial vehicle fleet.

Strategic Risk Leadership & ERM

• Guide ownership and the executive team on risk appetite, corporate financing strategies, and emerging enterprise priorities.
• Nurture a practical, safety-focused, and risk-aware mindset that aligns with the organization's family-oriented, hands-on environment across a large, diverse workforce.

Qualifications & Attributes

• Bachelor’s degree in Risk Management, Insurance, Finance, Business Administration, or a related field preferred (Advanced degree is a plus).
• 10+ years of progressive corporate risk management and/or P&C insurance experience, with demonstrated responsibility across multi-entity or multi-location organizations.
• Meaningful, proven experience managing commercial auto/heavy truck fleet risks, captive insurance or large-deductible programs, and complex litigation/claims oversight (AL, GL, WC).
• Comfort and enthusiasm for working in blue-collar, field-based environments as well as high-end hospitality and agricultural settings; you enjoy walking the yards, shops, and facilities, rather than just sitting behind a desk.
• Strong data literacy with the ability to translate complex insurance analytics into clear, actionable operational recommendations.
• Exceptional interpersonal and relationship-building skills, with the ability to influence small direct teams as well as cross-functional stakeholders without formal authority.
• Professional designations such as ARM, CPCU, or CRM are highly preferred.
• Valid driver’s license and the ability to travel regularly for regional site visits.

Why Choose Our Client?

• Stability & Growth: The backing of a massive and stable organization with a long-term, legacy-rich family ownership mindset.
• High Visibility: A casual, approachable culture with a direct line to executive decision-makers, ensuring your impact is visible and celebrated.
• Unmatched Variety: The chance to diversify your professional portfolio by protecting a uniquely mixed ecosystem of businesses, modernizing a respected risk function from the ground up.