Senior Benefits & Leave Specialist

Slideinsurance; Tampa (FL); On-site; USD 70,000 - 100,000; Full time

Benefits offered by this job

Comprehensive benefits

Lifestyle Spending Account

Award-winning culture

Job summary

Slide Insurance in Tampa, FL is seeking a Senior Benefits & Leave Specialist to support benefits programs, leave administration, and accommodations. You will partner with brokers, carriers, and payroll to ensure accurate data, timely enrollment, and compliant processes, all while advancing the Slide Vibe culture.

The role requires a Bachelor's degree, 4+ years in benefits or HR operations, experience with self-insured medical plans, ADP, HRIS, and multi-state leaves.

Qualifications

• Bachelor's degree in Human Resources, Business Administration, or related field, or equivalent experience.
• 4+ years progressive experience in benefits and leave administration, HR operations, or related area, including self-insured medical plan experience.
• Experience with benefits administration including enrollment, vendor coordination, and multi-state leaves.
• Experience with brokers, carriers, third-party admins, and payroll processes.
• Experience with HRIS and benefits systems; ADP experience preferred.
• SHRM-CP, PHR, CEBS or similar certification preferred.

Responsibilities

• Administer employee benefit programs including self-insured medical, dental, vision, life, disability, and HSA/FSA.
• Manage enrollments, life events, changes, terminations, and data maintenance.
• Serve as primary resource for benefit questions, eligibility, and deductions.
• Partner with brokers, carriers and admins to resolve enrollment, billing, and issues.
• Support annual enrollment, communications, testing, and data validation.
• Monitor leave programs and accommodations; ensure HRIS and payroll updates.
• Provide backup payroll support related to deductions and leave impacts.
• Identify process improvements and maintain compliance with regulations.

Skills

Analytical skills

Organizational skills

Communication

Customer service

Benefits administration

Leave administration

Multi-tasking

HR operations

Education

Bachelor's degree in HR or Business

SHRM-CP / PHR / CEBS preferred

ADP experience preferred

Tools

ADP

HRIS systems

Excel

Job description

Slide Insurance - Fun. Innovation Driven. Fueled by Passion, Purpose and Technology.

At Slide, you will not only be part of a successful team, but you will also be a part of our Slide Vibe/award winning culture where collaboration and innovation are expected, recognized and awarded!

As a Senior Benefits & Leave Specialist, you'll play an important role in supporting what makes Slide unique: our people. From benefits and leave administration to workplace accommodations, you'll help employees navigate important moments in their lives while reinforcing the culture, care, and support that define the Slide Vibe.

What You'll Do

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

What You Bring

• Bachelor's degree in Human Resources, Business Administration, or a related field, or an equivalent combination of education and experience
• 4+ years of progressive experiencein benefits administration, leave administration, HR operations, or a related area, includingself-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 knowledgeofFMLA, 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
• Commitment to living Slide's Core Values

What Slide Offers To You
The Slide Vibe- An opportunity to be a part of a fun and innovation-driven culture fueled by Passion, Purpose and Technology! Slide offers many opportunities to collaborate and innovate across the company and departments, as well as get to know other Sliders. From coffee chats, to clubs, to social events - we plan it, so all Sliders feel included and Enjoy their Journey.
Benefits - Created using Slider feedback, Slide offers a comprehensive and affordable benefits package to cover all aspects of health...Physical, Emotional, Financial, Social and Professional. A Lifestyle Spending Account is set up for each Slider and Slide contributes to it monthly for use on any benefit that individually suits you - Health Your Way!
2023 - 2026 BEST PLACE TO WORK - Tampa Bay Business Journal

2024, 2025 & 2026 TOP WORKPLACE - Tampa Bay Times & USA TODAY