Benefits Analyst

Landstar•Jacksonville, FL

About The Position

The Benefits Specialist administers and continuously improves Landstar’s employee benefits programs, supporting an exceptional employee experience while maintaining compliance, operational excellence, and cost effectiveness. The position serves as a primary subject matter resource for health and welfare plans, retirement programs, leave administration, and benefit vendor partnerships. The Benefits Specialist provides consultative support to employees, leaders, vendors, and HR partners. The role uses data and industry trends to recommend enhancements to benefit programs, processes, and communications, combining hands-on 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 clearly, accurately, and in an 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 focused 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.
Process and reconcile 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.