Risk Strategies Company

Senior Employee Benefits Analyst

Risk Strategies Company$90K — $110K *
US-AnywhereRemote in Tampa, FL
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor’s degree in a relevant field (Finance, Accounting, etc.)
  • 5+ years of experience in employee benefits or analytics
  • Advanced knowledge of renewal and financial analysis
  • Experience with RFP development and carrier evaluations
  • Familiarity with ACA, COBRA, and public sector benefits regulations
  • Active State issued 2-15 License preferred

Responsibilities

  • Lead complex renewal analyses and evaluations for public sector clients
  • Develop strategic recommendations based on data-driven financial analysis
  • Execute RFP processes and analyze carrier proposals for assigned clients
  • Deliver advanced financial and management reports to clients
  • Present findings and strategies to client leadership
  • Support compliance reviews and ensure regulatory adherence
  • Mentor analysts on analytical techniques and financial modeling

Benefits

  • Remote work flexibility with a base in Tampa, FL
  • Opportunity for professional growth through mentorship
  • Involvement in strategic decision-making for client benefits
  • Access to advanced analytical tools and databases
  • Collaboration with a cross-functional team of experts
Full Job Description
*Please Note: This is remote position but based out of Tampa, FL *

The Senior Employee Benefits Analyst serves as a lead analytical resource for public sector clients, responsible for delivering advanced financial analysis, strategic reporting, and data‑driven insights across complex employee benefit programs. Building upon foundational analyst responsibilities, this role provides deeper evaluation of renewal and proposal data, identifies trends and risks, and develops actionable recommendations that support long‑term benefits strategy and cost management.

Working under the direction of the Senior Manager, the Senior Analyst manages a portfolio of clients with complex benefit structures, including group medical, dental, vision, pharmacy, life, and disability programs. This individual plays a key role in leading renewal analyses, RFP processes, and carrier evaluations, while partnering closely with Senior Benefit Consultants, Client Services, and external vendors.

In addition to technical execution, the Senior Analyst contributes to client‑facing strategy discussions, presents findings to client leadership, and provides mentorship and guidance to Analysts. Success in this role requires advanced analytical capability, strong communication skills, and the ability to translate complex financial and claims data into meaningful insights that drive effective, compliant, and sustainable benefit decisions.

Your Impact:
Advanced Financial Analysis & Strategy
  • Lead complex renewal analyses across all lines of coverage, including non‑marketed and negotiated plans.
  • Evaluate claims experience, utilization trends, and financial performance to identify risks, opportunities, and cost drivers.
  • Develop strategic, data‑driven recommendations that support long‑term benefits planning and funding strategies.

RFP Development & Carrier Evaluation
  • Lead the development and execution of Request for Proposal (RFP) processes for assigned clients.
  • Analyze and compare carrier proposals, identifying competitive positioning and financial impact.
  • Support and actively participate in carrier negotiations in partnership with the Benefits Consultant.

Client Reporting & Presentation
  • Develop and deliver advanced financial and management reporting (scheduled and ad hoc).
  • Present renewal analyses, performance results, and recommendations to client staff, committees, and leadership groups.
  • Translate complex financial and healthcare data into clear, concise, and client‑focused insights.

Client Advisory & Strategic Support
  • Partner with the Benefits Consultants in the strategic planning and design of client benefit programs.
  • Act as a key analytical resource for assigned clients, supporting ongoing decision‑making and plan optimization.
  • Contribute to the evaluation and recommendation of new services, vendors, or program enhancements.

Compliance & Technical Expertise
  • Review and interpret compliance requirements including 112.08 filings, OPEB reporting, and imputed income analysis.
  • Ensure analyses incorporate applicable regulatory and legislative considerations (e.g., ACA, COBRA, healthcare reform).
  • Support due diligence, compliance reviews, and regulatory reporting requirements.

Deliverable Management
  • Create financial reports for all funding arrangements, including fully insured and self‑funded plans.

Mentorship & Quality Oversight
  • Provide guidance and mentorship to Analysts on financial modeling, reporting standards, and analytical techniques.
  • Review work for accuracy, consistency, and quality prior to client delivery.
  • Support onboarding and training of new analytical team members.

Cross‑Functional Collaboration
  • Collaborate with Client Services, Consultants, carriers, and vendors to ensure aligned execution and client outcomes.
  • Support issue resolution related to data, reporting, and financial analysis.
  • Contribute to process improvements, standardization efforts, and analytical best practices.

Successful Candidates Will Have:

  • Bachelor’s degree in Finance, Accounting, Mathematics, Economics, Business Administration, Public Health, or a related field.
  • 5+ years of experience in employee benefits, analytics, brokerage, or consulting.
  • Advanced experience with:
    • Renewal and financial analysis
    • Claims and utilization reporting
    • RFP development and carrier evaluations
  • Strong knowledge of:
    • Fully insured and self‑funded benefit plans
    • Employee benefits regulations (ACA, COBRA, etc.)
  • Public sector experience preferred
  • Active State issued 2-15 License

Success Factors / KSAs (Senior Level)
  • Advanced analytical and financial modeling capabilities
  • Ability to translate complex data into strategic insights and recommendations
  • Strong presentation and client‑facing communication skills
  • High attention to detail and commitment to data accuracy
  • Ability to independently manage priorities and deadlines
  • Strong problem‑solving and critical thinking skills
  • Ability to mentor and develop junior team members
  • Advanced Excel proficiency and experience with large datasets
  • Ability to collaborate effectively across teams and functions

Pay Range:

$90,000.00 - $110,000.00 Annual

The pay range provided above is made in good faith and based on our lowest and highest annual salary or hourly rate paid for the role and takes into account years of experience required, geography, and/or budget for this role.

About Risk Strategies Company

Risk Strategies is an insurance brokerage and risk management firm that provides a wide range of insurance products and services to businesses and individuals. The company was founded in 1997 and is headquartered in Boston, MA. Risk Strategies has a team of experienced insurance professionals who work with clients to identify and manage their risks, and to develop customized insurance solutions that meet their unique needs. The company has offices throughout the United States and serves clients in a variety of industries, including healthcare, construction, and technology.
Learn more about Risk Strategies Company
Size
2,000 employees
Industry
Net Income
$20 million
Founded
1997
5 Year Trend
+30%
Revenue
$500 million
NASDAQ

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