Benefits Representative

Westgate Resorts•Ocoee, FL

9h•$21 - $24•Onsite

About The Position

Westgate Resorts is seeking a full-time Benefits Representative for its corporate office in Ocoee, FL. This role involves comprehensive benefits administration, including data entry, problem resolution, and supporting team members across various systems like ADP, PlanSource, Lawson, and TransAmerica. The representative will ensure team members understand their benefits, resolve issues efficiently, and provide accurate, timely service. This position requires collaboration with HRIS, Payroll, Field HR, and external benefits providers to manage eligibility, audit updates, correct discrepancies, and maintain regulatory compliance. Key duties include processing HRIS changes, preparing benefit letters, communicating with team members, managing enrollment updates, and supporting open enrollment, wellness initiatives, and reporting.

Requirements

High School diploma or equivalent required.
3–6 months of HR, benefits, or administrative experience required; benefits experience preferred.
Strong customer service and communication skills.
Ability to manage multiple tasks, heavy workloads, and deadlines.
Proficiency in Microsoft Excel and Word; intermediate Excel required.
Detail-oriented, self-motivated, and able to work independently.

Nice To Haves

Certificate in Benefits or HR Administration preferred.
Experience with ADP, PlanSource, or similar HRIS/benefits systems preferred.
Multilingual abilities a plus.

Responsibilities

Review CSD tickets and incoming emails daily to ensure timely resolution.
Process HRIS updates and adjust benefit records in ADP and PlanSource.
Conduct benefit audits, verify premiums due, correct discrepancies, and submit payroll adjustments.
Prepare dependent eligibility and verification letters for team members via local HR.
Complete data entry in PlanSource and maintain accurate records.
Explain benefit programs including health, dental, life, 401k, Accident & Critical Illness, and disability plans.
Prepare written responses to team members, HR, and outside agencies.
Assist with creating internal processes and procedures for HR and benefits teams.
Research and resolve provider issues related to coverage, billing, and ID cards.
Review benefit provider reports to verify accuracy.
Remind team members of eligibility deadlines, open enrollment periods, and wellness program requirements.
Process benefits enrollment and required documentation.
Resolve team member billing or overcharge issues.
Research and adjust time accrual discrepancies.
Process QDROs and prepare written responses to courts.
Gather documents for subpoenas related to benefits.
Review Evidence of Insurability submissions for accuracy.
Maintain tracking systems for follow-ups.
Prepare billing for team members on leave and forward payments to Cash Management.
Process monthly benefits billing and ensure scans into ImageQuest.
Answer Benefits Service Center calls, create CSD tickets, and resolve issues.
Coordinate coverage questionnaires from agencies to verification providers.
Assist with open enrollment scheduling, communication materials, and 401k meetings.
Upload 401k deferrals and coordinate files with the Las Vegas team.
Support Wellness Committee communications and challenges.

Benefits

Comprehensive Health Benefits – Medical, Dental, and Vision Coverage
Paid Time Off – Vacation, Sick, and Personal Time to Recharge
Paid Holidays
401(k) with Generous Company Match
Daily Pay
Family-Focused Benefits – Pregnancy, Parental Leave, and Adoption Assistance
Wellness Programs
Flexible Spending Accounts (FSA)
Tuition Assistance
Military Leave
Employee Assistance Program (EAP)
Life, Disability, Accident, Critical Illness, and Hospital Insurance
Pet Insurance
Loyalty Program – Exclusive Discounts on Hotels, Cruises, Resorts, Restaurants, Entertainment, and More
Low-Cost Gym Membership
NEW! David A. Siegel Legacy Scholarship – Up to $40,000 for Team Members’ Dependents
Career Growth and Advancement Opportunities
Community Involvement