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Senior Benefits & Leave Specialist

Job in Tampa, Hillsborough County, Florida, 33602, USA
Listing for: Slide Insurance
Full Time position
Listed on 2026-10-10
Job specializations:
  • HR/Recruitment
    Regulatory Compliance Specialist, HRIS Specialist, HR Generalist / Talent Management
Job Description & How to Apply Below

Benefits Administration & Employee Support

Administer employee benefit programs, including self-insured medical, dental, vision, life, disability, HSA, FSA, and voluntary benefits

Manage benefit enrollments, life events, changes, terminations, and employee data maintenance

Serve as a primary resource for employee benefit questions, eligibility, coverage, and deductions

Partner with brokers, carriers, and third-party administrators to resolve enrollment, eligibility, billing, and employee issues

Support annual enrollment activities, employee communications, system testing, and data validation

Review benefit invoices, perform audits and reconciliations, and maintain accurate benefit records

Leave Administration & Accommodations

Serve as the primary internal resource for leave programs and workplace accommodations

Partner with the third-party leave administrator to coordinate leave activity, employee communications, escalations, and return-to-work processes

Manage workplace accommodation requests and facilitate the interactive process with employees and leaders

Monitor leave activity, status changes, and key dates to ensure accurate HRIS and payroll updates

Maintain confidentiality and support compliance with applicable leave and accommodation requirements

Compliance, Process Improvement & Payroll Support

Support benefits and leave administration in accordance with applicable regulations, plan requirements, and company policies

Perform audits, reporting, data validation, and documentation to support compliance and internal controls

Identify opportunities to improve processes, employee communications, system functionality, and vendor performance

Provide backup payroll support, including benefit deductions, leave-related payroll impacts, and payroll validation activities

Bachelor's degree in Human Resources, Business Administration, or a related field, or an equivalent combination of education and experience

4+ years of progressive experience in benefits administration, leave administration, HR operations, or a related area, including self-insured medical plan experience

Experience administering benefit and leave programs, including annual enrollment, employee communications, vendor coordination, and multi-state leave requirements

Experience working with benefits brokers, carriers, third-party administrators, leave management vendors, and payroll processes

Experience with HRIS and benefits administration systems; ADP experience preferred

Experience in a multi-state, regulated, financial services, insurance, or publicly traded organization preferred

SHRM-CP, PHR, CEBS, or similar professional certification preferred

Strong knowledge of employee benefits administration, including self-funded medical and disability plans, and working knowledge of FMLA, ADA, HIPAA, USERRA, and applicable state leave requirements

Strong analytical, organizational, problem-solving, communication, and customer service skills, with the ability to manage multiple priorities and maintain confidentiality

Proven ability to build effective relationships with employees, leaders, vendors, and business partners while delivering a positive employee experience

Strong Excel skills preferred

Desire to live Slide's Core Values.

Position Requirements
10+ Years work experience
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