Sr Manager, Total Rewards & Risk Management

TheKey

$100K — $130K *
US-AnywhereRemote in Florida, US
Healthcare
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of 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.
  • Preferred experience in healthcare, home care, senior care, or regulated industries.
  • Experience managing relationships with third-party administrators, insurance carriers, and brokers.

Responsibilities

  • Develop and execute strategies for Benefits, Leave, Disability, and Workers' Compensation.
  • Lead long-term planning and program enhancement initiatives.
  • Establish governance frameworks and enhance compliance practices.
  • Monitor industry trends to recommend program improvements.
  • Serve as a trusted advisor to senior leadership on relevant matters.
  • Oversee management of health and welfare benefit programs.
  • Analyze claim trends to identify prevention opportunities.

Benefits

  • Medical/Dental/Vision Insurance
  • TouchCare VirtualCare
  • Life Insurance
  • Health Savings Account
  • Flexible Spending Account
  • 401(k) Matching
  • Employee Assistance Program
  • Paid Time Off for Non-Exempt Employees
  • Flexible Paid Time Off for Exempt Employees
  • Holidays and Floating Holidays
  • Pet Insurance
Full Job Description
Key Responsibilities

Strategic Leadership & Program Governance
  • 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.

Benefits & Leave Strategy
  • 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.

Workers' Compensation & Workforce Risk Management
  • 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.

Financial Stewardship & Analytics
  • 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.

Vendor Management & Operational Excellence
  • 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.

Compliance & Risk Management
  • 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.

Leadership & Team Development
  • 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.

Leadership Competencies
  • Lead with compassion by balancing business outcomes with the employee experience and human impact of decisions.
  • Demonstrate adaptability by navigating change, ambiguity, and evolving business priorities with confidence and resilience.
  • Model resourcefulness by anticipating challenges, identifying risks early, and driving practical solutions.
  • Act with empathy and professionalism, building trust through transparency, accountability, and effective communication.
  • Maintain a proactive, solutions-oriented mindset that turns complex challenges into actionable strategies.
  • Foster a culture of ownership, continuous improvement, and operational excellence.
  • Hold self and others accountable for delivering high-quality outcomes and exceptional service.
  • Empower teams to think strategically, solve problems independently, and contribute meaningfully to organizational success.

Qualifications & Experience
  • 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.
  • Healthcare, home care, senior care, or highly regulated industry experience preferred.
  • Experience managing third-party administrators, insurance carriers, brokers, and vendor relationships required.


Physical Requirements:
  • 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.


Benefits for full time employees
  • Medical/Dental/Vision Insurance
  • TouchCare VirtualCare
  • Life Insurance
  • Health Savings Account
  • Flexible Spending Account
  • 401(k) Matching
  • Employee Assistance Program
  • PTO Plan for Non-Exempt Employees
  • Flexible PTO Plan for Exempt Employees
  • Holidays and Floating Holidays
  • Pet Insurance


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