Senior Benefits & Leave Specialist

Slide; Tampa (FL); On-site; USD 85,000 - 110,000; Full time

Benefits offered by this job

The Slide Vibe

Comprehensive benefits package

Lifestyle Spending Account

Job summary

Slide is seeking a Senior Benefits & Leave Specialist to administer self-insured medical, dental, vision, life, disability, and related benefits while managing leave programs across multi-state environments. You will partner with brokers, carriers, and payroll to ensure accurate data and compliance.

You will also support annual enrollment, respond to employee inquiries, and implement process improvements, all while maintaining confidentiality and aligning with Slide’s values and culture.

Qualifications

• Bachelor's degree in Human Resources or related field or equivalent
• 4+ years in benefits or leave administration and HR operations
• Experience administering benefits and leave programs incl. annual enrollment
• Experience working with brokers, carriers, third-party admins, and payroll
• Experience with HRIS; ADP experience preferred
• SHRM-CP, PHR, CEBS or similar preferred
• Knowledge of self-funded medical and disability plans; FMLA/ADA/HIPAA/USERRA/state rules

Responsibilities

• Administer employee benefit programs (medical, dental, vision, life, disability, HSA/FSA) and manage enrollments
• Serve as primary resource for benefits questions, eligibility, coverage, and deductions
• Coordinate with brokers, carriers, and third-party admins on enrollment and issues
• Support annual enrollment activities and communications
• Review invoices and maintain accurate benefit records
• Lead leave programs and coordinate with leave administrator for return-to-work processes
• Manage accommodation requests and ensure privacy and compliance
• Monitor leave activity and update HRIS/payroll; maintain confidentiality
• Assist with compliance, audits, data validation, and process improvements
• Provide backup payroll support for benefit deductions and leave impacts

Skills

Benefits administration

Leave administration

HR operations

ADP experience

Vendor coordination

HRIS

Leave requirements

Communication skills

Education

Bachelor's in HR

Tools

ADP

HRIS platforms

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 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
• 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

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