Executive Workers Compensation Risk Management Jobs in Florida

We are a fast growing start-up company providing risk management and workers’ compensation services. We've doubled in size this year and are continuing to grow rapidly. This opportunity supports a major U.S. aviation client, offers a salary range of $75K–$90K, annual bonus, up to 7% employer 401k match, Day-1 benefits, unlimited vacation (RTO), and executive visibility in a high-impact role.

We are seeking a high-performing Workers’ Compensation Senior Analyst to lead and elevate a region of a nationwide workers’ compensation program supporting a major aviation client. This role offers the opportunity to drive meaningful impact across claims performance, financial outcomes, operational excellence, and crewmember experience within a dynamic and growth-oriented environment.

The Senior Analyst will own the regional strategy, performance, and execution across all aspects of the workers’ compensation program. This leader will partner closely with the aviation client’s Risk Management team, insurance carriers, third-party administrators (TPAs), and other key business partners to ensure disciplined claims management, financial stewardship, and a consistently high standard of care, responsiveness, and communication for injured crewmembers.

This role oversees regional day-to-day claims activity, leads and participates in claim reviews and investigations, and provides advanced technical guidance throughout the lifecycle of workers’ compensation claims. Success in this role requires the ability to balance strategic oversight with operational execution while influencing diverse stakeholders in a high-visibility environment.

The ideal candidate thrives in ambiguity, moves confidently between strategic planning and hands-on leadership, and brings exceptional analytical, communication, and problem-solving capabilities. This is an opportunity to shape program performance while contributing to the evolution of a scaling risk management platform.

Minimal travel required (up to 10%).

The expected salary range for this position is $75,000 – $90,000, depending on qualifications and experience. Compensation may also include additional performance-based incentives where applicable.

We are a pay-for-performance organization. Compensation is directly aligned to impact, results, accountability, and the measurable value delivered in the role.

• Medical, dental, and vision coverage
• Retirement savings plan with up to a 7% employer match
• Unlimited Vacation (RTO)
• Additional programs supporting worklife balance and overall wellbeing

All benefits begin on the first day of employment.

Strategic Impact
• Drive measurable improvements in claims outcomes and total cost of risk
• Strengthen carrier and TPA performance through datadriven accountability
• Enhance service consistency and injured employee experience
• Influence program governance, reporting rigor, and operational scalability
• Serve as a trusted advisor to senior stakeholders
Key Responsibilities
• Lead and own the regional workers’ compensation program strategy, execution, and performance results
• Oversee daytoday regional claims activity to ensure regulatory compliance, reserve accuracy, litigation management, and service excellence
• Serve as the primary escalation leader for complex, highexposure, or sensitive claims matters
• Partner with the aviation client’s Risk Management team to align program outcomes with organizational priorities
• Establish and monitor KPIs, SLAs, and performance metrics for TPAs and insurance carriers
• Lead claim reviews, stewardship meetings, and performance discussions with external partners
• Provide technical expertise across complex, multijurisdictional claims
• Analyze loss trends, claim duration, severity drivers, and cost containment opportunities
• Identify systemic risks and implement corrective strategies
• Design and enhance governance processes, workflows, and reporting frameworks
• Drive continuous improvement initiatives that strengthen both financial and service outcomes
• Promote a culture grounded in accountability, transparency, and performance
Leadership Expectations

This position carries full management-level accountability and executive visibility. While there are no direct reports, the Senior Analyst is expected to lead through influence, establish rigorous performance expectations, and drive results across internal and external stakeholders.

The successful candidate will demonstrate executive presence, sound judgment, comfort operating in high-expectation environments, confidence in challenging partners when performance standards are not met, and the ability to translate data into actionable strategy.

Qualifications

Education
• Bachelor’s degree from an accredited university required
• CPCU, AIC, ARM, or other advanced industry designations strongly preferred
Experience
• Minimum two (2) years of progressive workers’ compensation claims experience
• Demonstrated oversight of complex, multistate workers’ compensation claims
• Experience serving as a senior technical resource or escalation authority
• Proven partnership experience with insurance carriers and TPAs
• Experience driving measurable program improvements preferred
• Aviation or other highly regulated industry experience preferred
Core Competencies
• Advanced knowledge of workers’ compensation claims strategy and program administration
• Strong financial acumen related to total cost of risk
• Datadriven decisionmaking capabilities
• Exceptional written and verbal communication skills
• Highlevel stakeholder management and influence skills
• Strong organizational discipline and operational rigor
• Bilingual Spanish proficiency preferred
Work Environment
• Mental: Strategic analysis, complex problemsolving, and sound decisionmaking under pressure
• Physical: Primarily computerbased work with limited travel
• Auditory/Visual: Verbal communication and standard visual requirements

Reasonable accommodations may be provided where appropriate

Additional Requirements
• Credit security clearance required
• Must have Global Entry status, be preapproved, or able to obtain Global Entry status within 30 days of starting