Medical Claims Supervisor

ExecutiveID & Search; Berlin (CT); On-site; USD 90,000 - 130,000; Full time

Job summary

USA Waste & Recycling seeks a Claims Manager to lead insurance and risk management across its diverse operations, including hauling, facilities, hospitality, and equine ventures. You will oversee auto, general liability, workers’ compensation, and property claims, while partnering with Legal, Operations, HR, and Safety to analyze incidents and drive corrective actions.

In this role, you’ll manage reserves, settlements, and litigation strategy, monitor exposure, and help strengthen risk transfer

Qualifications

• Bachelor’s degree in Insurance, Finance, Business, Risk Management, or related field (advanced degree a plus).
• Risk management experience across multi-entity or multi-location environments.
• Commercial auto and fleet risk, ideally heavy trucks or transportation/logistics.
• Comfort working in blue-collar, field-based environments as well as hospitality and agricultural operations; strong analytical skills.
• Exceptional communication and relationship-building across diverse teams and industries.
• Ability to travel regularly for site visits and maintain reliable transportation.

Responsibilities

• Oversee and manage claims across auto, general liability, workers’ compensation, and property.
• Partner with Legal, Operations, HR, and Safety to investigate incidents and perform root-cause analyses.
• Monitor litigated claims, evaluate litigation strategy, legal expenses, settlements, and exposure.
• Review claim files and provide technical oversight to ensure consistent handling.
• Identify recurring loss drivers and collaborate with operations and safety to implement corrective actions.
• Assist with administration and management of insurance programs and risk-financing structure.
• Develop risk-management reporting on trends, exposures, and areas needing attention.

Skills

Risk management experience

Multi-entity responsibility

Commercial auto & fleet risk

Claims oversight & litigation

Field-based environment experience

Data analysis

Communication & relationship-building

Education

Bachelor's degree in Insurance/Finance/Business/Risk Management

Job description

USA Waste & Recycling and its affiliated family of companies are growing, investing, and innovating – and we’re looking for a Claims Manager who wants to grow with us. This is an opportunity to take on a role where your technical claims expertise is valued immediately, while having the opportunity to expand into broader risk management responsibility. In this role, you’ll partner with the Executive team to lead the insurance function across a unique mix of businesses: heavy trucking and waste/recycling operations, a private golf club (Greathorse), a family entertainment center (Sonny’s Place), and Lindy Farms’ horse racing and breeding operations. If you like variety, enjoy building relationships, and appreciate both structure and informality, this is a place where you can see the full picture and help shape the future.

Claims, Loss Control & Operations

Oversee and manage claims across auto, general liability, workers’ compensation, and property, including TPA performance, litigation strategy, reserves, and settlements. paid, closure rates) and lead initiatives to reduce total cost of risk.

Partner with Legal, Operations, HR, and Safety to investigate serious incidents, perform root‑cause analyses, and implement corrective actions in trucking, facilities, entertainment venues, and equine operations.

Monitor litigated claims and work closely with insurer-provided counsel to evaluate litigation strategy, legal expense, settlement opportunities, and overall exposure.

Review claim files and provide technical oversight to ensure claims are being handled appropriately and consistently.

Identify recurring loss drivers and work with Operations, Safety, HR, and Legal to conduct root‑cause analysis and implement corrective actions.

I nsurance & Risk Management

Assist with the administration and management of the company’s commercial insurance programs, including auto liability, general liability, workers’ compensation, property, excess/umbrella, environmental, and other specialty coverages.

Develop a practical understanding of the company’s retentions, deductibles, limits, self‑insured exposures, and risk‑financing structure.

Work with the CFO, brokers, carriers, TPAs, and other insurance partners on renewals, claims issues, coverage questions, loss information, and program administration.

Develop and maintain basic risk management reporting, including claims trends, loss data, key exposures, and areas requiring management attention.

Help identify opportunities to strengthen risk transfer through contracts, leases, vendor agreements, waivers, certificates of insurance, and other documentation.

Assist with insurance and risk‑related due diligence and integration of newly acquired businesses.

Fleet, Safety & Loss Control

Partner with Operations and Safety to identify and address risk across an 800+ truck fleet, facilities, and other operating environments.

Leverage telematics, in‑cab cameras, driver safety technology, and claims data to identify trends and improve fleet performance.

Participate in investigations of serious accidents and losses and help translate findings into practical corrective actions.

Work comfortably in field‑based environments, including visiting yards, shops, facilities, golf operations, entertainment venues, and equine/agricultural operations.

Risk Management Development

Help build and maintain a practical risk‑management framework appropriate for a privately held, multi‑entity organization.

Maintain awareness of key organizational risks and help develop reporting around significant exposures and loss trends.

Partner with leadership to identify emerging risks and recommend practical mitigation strategies.

Contribute to the development and standardization of risk and claims policies, procedures, and processes while recognizing that different businesses may have different operational needs.

As the role develops, take on increasing responsibility for broader risk management, insurance.

Qualifications

Bachelor’s degree in Insurance, Finance, Business, Risk Management, or related field (advanced degree a plus).

• ~Risk management experience, including multi‑entity or multi‑location responsibility is a plus.
• ~ Commercial auto and fleet risk, ideally heavy trucks or transportation/logistics & Claims oversight and litigation management in auto liability, general liability, and workers’ compensation.
• ~ Comfort working in blue‑collar, field‑based environments as well as hospitality and agricultural operations; Strong analytical skills and the ability to turn data into clear, practical recommendations.
• ~ Exceptional communication and relationship‑building skills across diverse teams and industries.
• ~ Valid driver’s license, reliable transportation, and ability to travel regularly for site visits.

A casual, approachable culture with a direct line to decision‑makers and clear visibility to the impact of your work.

The chance to work across a genuinely unique mix of operations—trucking, waste and recycling, golf, entertainment, and equine.