Sr Manager, Total Rewards & Risk Management

TheKey•Remote - FL, FL

About The Position

For nearly 20 years, TheKey has helped clients achieve successful long-term aging at home with comprehensive, concierge-based care. Ensuring the dignity, safety, and independence of its clients, TheKey is committed to changing how the world lives and ages at home. Employee-teams get the training, resources, and support they need to deliver an exceptional care experience for clients and their families. Founded in Silicon Valley, TheKey has grown from a single location to service coverage throughout North America enabling clients to live life on their own terms, in their own homes.

Requirements

10+ years of progressive experience in Benefits, Leave Administration, Workers' Compensation, Risk Management, or Total Rewards.
5+ years of leadership experience managing teams and enterprise-wide programs.
Experience supporting multi-state employers required.
Experience managing third-party administrators, insurance carriers, brokers, and vendor relationships required.
Ability to travel approximately up to 30% of the time
Ability to lift and carry up to 15-20 pounds
Ability to sit, stand and walk for prolonged period of time throughout the work day
Ability to use standard office equipment such as personal computer, laptop, telephone, photocopy machine, etc.

Nice To Haves

Healthcare, home care, senior care, or highly regulated industry experience preferred.

Responsibilities

Develop and execute enterprise Benefits, Leave, Disability, and Workers' Compensation strategies aligned with organizational, operational, and financial objectives.
Lead long-term planning, program design, and continuous improvement initiatives that enhance employee experience, mitigate risk, and support business growth.
Establish governance frameworks, policies, standard operating procedures, controls, and audit practices that promote compliance, consistency, and operational excellence.
Monitor industry trends, legislative developments, and workforce needs to proactively recommend program enhancements and risk mitigation strategies.
Serve as a trusted advisor to senior leadership on Benefits, Leave, Disability, and Workers' Compensation matters.
Oversee all health and welfare benefit programs, including medical, dental, vision, life insurance, disability, retirement, wellness, EAP, and voluntary benefit offerings.
Lead annual benefits planning, open enrollment, employee communications, and program implementation efforts.
Evaluate plan performance, utilization trends, enrollment data, and employee feedback to optimize program effectiveness, competitiveness, and cost efficiency.
Partner with brokers, consultants, actuaries, and carriers to develop plan design recommendations and long-term benefits strategies.
Oversee enterprise leave and disability programs, including FMLA, ADA, state leave programs, Paid Family Leave, Short-Term Disability, Long-Term Disability, and workplace accommodations.
Provide strategic oversight of the organization's Workers' Compensation program, including claim management, return-to-work initiatives, injury prevention, and vendor performance.
Establish and monitor key performance indicators including claim frequency, severity, lag time, litigation rates, reserve accuracy, lost-time claims, and return-to-work outcomes.
Analyze claim trends and organizational risk factors to identify opportunities for prevention, cost reduction, and improved employee outcomes.
Partner with third-party administrators, carriers, legal counsel, and operational leaders to ensure effective claim management and regulatory compliance.
Develop enterprise-wide education, reporting, and investigation practices that strengthen injury management and workplace safety.
Develop and manage budgets related to Benefits, Leave Administration, Disability, Workers' Compensation, and associated vendor partnerships.
Conduct financial forecasting, trend analysis, and cost modeling to support strategic decision-making and long-term planning.
Identify opportunities to improve program efficiency, reduce costs, and maximize organizational return on investment.
Deliver executive-level reporting, dashboards, and recommendations that provide actionable insights into program performance, cost drivers, and emerging risks.
Lead relationships with brokers, carriers, third-party administrators, leave vendors, disability providers, wellness partners, and consultants.
Conduct vendor performance reviews and ensure accountability for service levels, contractual obligations, compliance standards, and business outcomes.
Lead vendor selection processes, contract negotiations, implementations, renewals, and ongoing optimization efforts.
Drive process improvements, workflow enhancements, and scalable solutions that improve service delivery and operational effectiveness.
Ensure compliance with all applicable federal, state, provincial, and local regulations, including ERISA, ACA, COBRA, HIPAA, FMLA, ADA, OSHA, Workers' Compensation regulations, and state leave laws.
Partner with Legal, Compliance, Finance, and HR Operations to proactively identify and mitigate organizational risk.
Lead internal audits, compliance reviews, and corrective action initiatives while maintaining audit-ready documentation and practices.
Lead, mentor, and develop a team of Benefits and Workers' Compensation professionals, including internal employees and contracted resources.
Establish clear performance expectations, accountability measures, and service standards.
Foster a culture of collaboration, innovation, continuous improvement, and exceptional employee service.
Build scalable team structures, processes, and capabilities that support organizational growth and evolving business needs.