Senior Benefits & Leave Specialist

Slide-Insurance; Tampa (FL); On-site; USD 70,000 - 95,000; Full time

Job summary

Slide Insurance in Tampa, FL is seeking a Senior Benefits & Leave Specialist to support benefits programs, leave administration, and workplace accommodations. You will partner with brokers, carriers, and payroll teams to ensure accurate enrollment, data integrity, and compliant processes while delivering a high level of service to employees.

This role offers a collaborative culture and opportunities to drive process improvements across multi-state benefits, HR operations, and payroll support.

Qualifications

• Bachelor's degree required or equivalent experience in HR.
• Experience administering benefits and leave programs across states.
• Knowledge of self-insured medical plans and related compliance.
• Ability to coordinate with brokers, carriers, and payroll teams.
• Proven analytical and customer service skills.

Responsibilities

• Administer employee benefit programs including self-insured medical, dental, vision, life, disability, HSA, FSA and voluntary benefits.
• Manage enrollments, life events, changes, terminations and data maintenance.
• Serve as primary resource for questions on eligibility, coverage, and deductions.
• Partner with brokers and third-party admins to resolve enrollment and billing issues.
• Support annual enrollment activities and data validation.
• Ensure accurate benefit records and conduct audits.

Skills

HR analytics

Communication skills

Customer service

Multi-state benefits knowledge

Project management

Education

Bachelor's degree in Human Resources or related field

SHRM-CP, PHR, CEBS or similar certification preferred

Tools

ADP

HRIS systems

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 knowledge ofFMLA, 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

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

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey.Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.

As set forth in Slide Insurance’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection.As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305

Page 1 of 1

OMB Control Number 1250-0005

Expires 07/31/2029

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp .

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

• Alcohol or other substance use disorder (not currently using drugs illegally)
• Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
• Blind or low vision
• Cancer (past or present)
• Cardiovascular or heart disease
• Celiac disease
• Cerebral palsy
• Deaf or serious difficulty hearing
• Diabetes
• Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
• Epilepsy or other seizure disorder
• Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
• Intellectual or developmental disability
• Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
• Missing limbs or partially missing limbs
• Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
• Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
• Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
• Partial or complete paralysis (any cause)
• Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
• Short stature (dwarfism)
• Traumatic brain injury

Disability Status Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.