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Remote Open Enrollment Jobs in Florida (NOW HIRING)

Total Rewards Manager

Tallahassee, FL · Remote

$75.50K - $102.10K/yr

... and open enrollment * Experience with HRIS systems (UKG or similar) * Strong analytical and communication skills * Ability to thrive in a fast-paced, remote environment Why Otter * High-growth, PE ...

This role supports end-to-end benefits processes, including open enrollment, leave of absence ... CyberSecurity, and Remote Services (iSOC) divisions to create meaningful 'Hybrid Security ...

New

Senior Benefits Analyst

Miami, FL · Remote

$68.90K - $90.40K/yr

... open enrollment execution, including system validation and reporting. · Serve as the day-to-day ... position is remote, the Team Member must be able to work East Coast hours. · Due to the ...

Senior Benefits Analyst

Miami, FL · Remote

$68.90K - $90.40K/yr

... open enrollment execution, including system validation and reporting. · Serve as the day-to-day ... position is remote, the Team Member must be able to work East Coast hours. · Due to the ...

Prepare for and lead open enrollment meetings. * Review and support in enrollment, benchmarking ... Works in a self-directed manner. #LI-KE4 #LI-REMOTE Compensation and benefits We offer a ...

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Remote Open Enrollment information

What is the difference between Remote Open Enrollment vs Remote Benefits Coordinator?

AspectRemote Open EnrollmentRemote Benefits Coordinator
Required CredentialsKnowledge of benefits plans, HR policiesCertifications like CEBS or CBP often preferred
Work EnvironmentPrimarily administrative, online platformsCustomer service, communication with employees
Employer & Industry UsageUsed during open enrollment periods in HR/benefits departmentsPart of HR teams managing employee benefits year-round
Search & Comparison IntentFocuses on open enrollment processes and schedulingInvolves ongoing benefits administration and support

Remote Open Enrollment roles focus on managing benefits enrollment periods, while Remote Benefits Coordinators handle ongoing benefits administration and employee support. Both roles require knowledge of benefits plans, but their scope and timing differ significantly.

What are the most commonly searched types of Open Enrollment jobs in Florida? The most popular types of Open Enrollment jobs in Florida are:
What cities in Florida are hiring for Remote Open Enrollment jobs? Cities in Florida with the most Remote Open Enrollment job openings:
Infographic showing various Remote Open Enrollment job openings in Florida as of May 2026, with employment types broken down into 93% Full Time, and 7% Part Time. Highlights an 100% Remote job distribution.

Total Rewards Manager

Otter Learning TN LLC

Tallahassee, FL • Remote

$75.50K - $102.10K/yr

Full-time

Posted 27 days ago


Job description

About Otter LearningOtter Learning is a fast-growing, PE-backed early education platform operating across multiple states. We’re building scalable people programs that support our teams and fuel continued growth.The OpportunityWe’re looking for a Total Rewards Manager to lead and elevate our benefits, compensation, and leave programs across a multi-state workforce. This is a high-impact, fully remote role where you’ll partner closely with HR leadership to deliver competitive, compliant, and employee-focused programs.What You’ll Do
  • Manage end-to-end benefits administration (medical, dental, vision, 401k, open enrollment)
  • Lead compensation programs, benchmarking, and annual review cycles
  • Oversee multi-state leave programs (FMLA, ADA, paid leave)
  • Ensure compliance with ERISA, ACA, FLSA, HIPAA, and state regulations
  • Own vendor relationships (brokers, carriers, retirement providers)
  • Drive clear, engaging employee communications and education
  • Partner with HR and Finance on strategy, reporting, and program optimization
What You Bring
  • 4–7+ years of experience in total rewards, benefits, or compensation
  • Strong knowledge of multi-state compliance and leave laws
  • Hands-on experience with 401(k) administration and open enrollment
  • Experience with HRIS systems (UKG or similar)
  • Strong analytical and communication skills
  • Ability to thrive in a fast-paced, remote environment
Why Otter
  • High-growth, PE-backed organization
  • Fully remote role with strong visibility
  • Opportunity to shape and scale total rewards programs
  • Meaningful work supporting early childhood education