Benefits Analyst

Landstar System, Inc.•Jacksonville, FL

About The Position

The Benefits Specialist administers and continuously improves Landstar’s employee benefits programs, with a focus on employee experience, compliance, operational excellence, and cost effectiveness. The role serves as a subject matter resource for health and welfare plans, retirement programs, leave administration, and benefit vendor partnerships. The position provides consultative support to employees, leaders, vendors, and HR partners, and uses data and industry trends to recommend improvements to benefit programs, processes, and communications. It combines hands-on benefits administration with analytical responsibilities that support Landstar’s Total Rewards philosophy.

Requirements

  • Bachelor’s degree in a related field or equivalent experience.
  • 5 years of employee benefits administration experience.
  • Ability to use Microsoft Office efficiently.
  • Strong knowledge of employee benefits administration, related regulations, and compliance requirements.
  • Ability to analyze data, identify trends, and develop practical recommendations.
  • Excellent attention to detail, organization, follow-through, and recordkeeping.
  • Strong customer service, judgment, and problem-solving capabilities.
  • Ability to communicate complex benefit information in a clear, accurate, and employee-friendly manner.
  • Strong relationship management skills with employees, vendors, and internal partners.
  • Ability to manage multiple priorities while maintaining accuracy, discretion, and confidentiality.
  • Continuous improvement mindset with a focus on operational excellence and employee experience.

Nice To Haves

  • 2 years of experience administering health and welfare plans, retirement plans, and leave programs.
  • CEBS, CBP, SHRM-CP, SHRM-SCP, PHR, SPHR, or another relevant professional certification.
  • 2 years of experience working with a multi-state employee population.

Responsibilities

  • Administer health, welfare, retirement, and voluntary benefit programs, including enrollments, changes, terminations, qualifying life events, and beneficiary updates.
  • Ensure accurate processing and reconciliation of benefit transactions across the HRIS, payroll, carriers, and third-party administrators.
  • Administer 401(k) activities, including enrollments, contribution changes, loan processing, compliance coordination, and employee education.
  • Maintain accurate benefit records, reports, files, and documentation in accordance with plan and regulatory requirements.
  • Support annual compliance activities, including Form 5500 preparation, plan audits, nondiscrimination testing, and required notices and filings.
  • Support compliance with ERISA, COBRA, HIPAA, ACA, applicable Internal Revenue Service requirements, Department of Labor requirements, and other benefit regulations.
  • Maintain plan documents, summary plan descriptions, employee notices, and related governance materials.
  • Coordinate wellness initiatives and support employee wellbeing programs.
  • Serve as a primary point of contact for employee, beneficiary, and retiree benefit questions, escalations, and issue resolution.
  • Explain benefit programs clearly and help employees make informed enrollment decisions.
  • Support onboarding and new-hire orientation by presenting benefit offerings, eligibility requirements, and enrollment procedures.

Benefits

  • Competitive compensation.
  • Robust benefit plans, including affordable medical plans.
  • Employer 401(k) match.
  • Paid time off.
  • Tuition assistance.
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