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Entry Level Remote Benefits Administrator Jobs (NOW HIRING)

The Weatherspoon Agency

$67K - $105K/yr

Entry-Level Remote Benefits Specialist Fully Remote - U.S. (Georgia priority + select approved states) Employment Type: Full-Time Build a Career - Not Just Another Job The Weatherspoon Agency (TWA ...

American Income Life

Entry-Level Remote Sales

Miami, FL · On-site +1

... of supplemental benefits. Our mission is simple but powerful: to protect and empower working ... Position: Entry-Level Manager - Leadership Development Track (Remote) If you're driven, coachable ...

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As of Aug 30, 2026, the average yearly pay for entry level remote benefits administrator in the United States is $64,903.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,500.00 and $75,000.00 per year, depending on experience, location, and employer.

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Entry-Level Remote Benefits Specialist

The Weatherspoon Agency

On-site, Remote

$67K - $105K/yr

Full-time

Re-posted 16 days ago

Job description

Entry-Level Remote Benefits Specialist
Fully Remote - U.S. (Georgia priority + select approved states)
Employment Type: Full-Time
Build a Career - Not Just Another Job
The Weatherspoon Agency (TWA), has served working families for over 70 years through a unique, union-based model.
We partner with 40,000+ unions, associations, and organizations, representing millions of members who request benefits directly - meaning you are not chasing leads, you are responding to demand. This is a remote, performance-based opportunity designed for individuals entering the industry or experienced agents looking for a more efficient, supported system.
Who This Opportunity Is Designed For (any one of these items)
We work with candidates across multiple entry points into the business, including individuals who:
  • Are fully licensed and ready to produce immediately
  • Are licensed in another state and willing to transfer or add Georgia
  • Are eligible for a Georgia temporary license (fast-track path)
  • Have ties to Georgia (family/address) to qualify for licensing
  • Are new to the industry and open to becoming licensed

Regardless of your starting point, the structure is built to meet you where you are and move you forward quickly.
Two Clear Paths Inside the Role
Entry-Level (No License - Foundation Track)
If you're new, this is a guided, structured ramp-up:
  • Step-by-step onboarding and licensing support (including Georgia temporary license options)
  • Daily coaching on communication, client interaction, and presentation flow
  • Live training, scripting, and mentorship from leadership
  • Focus on skill development, confidence building, and consistency

You're not expected to "figure it out" - you're trained into production
Licensed Agents (Fast-Track Production Track)
If you're already licensed, this is about efficiency and scale:
  • No-cost, warm leads - all clients have requested benefits
  • Plug directly into a proven system (presentation, underwriting, follow-up)
  • Eliminate time spent prospecting, buying leads, or chasing unqualified contacts
  • Ongoing support to increase close rate, retention, and long-term income

This is built for agents who want to produce more with less friction
Why Agents Choose This Model
• No Cold Calling All clients come through direct requests from union and association members
• Warm Leads at No Cost No buying leads, no marketing spend, no guessing
• Proven System Structured presentation, onboarding, and support - not trial and error
• Income Potential Performance-based compensation with bonuses and residual income
• Career Growth Clear path into leadership, mentorship, and agency building
• Remote Flexibility Work from home with a schedule built around production
What You'll Do
  • Connect with members who have requested information
  • Educate families on life and supplemental benefit options
  • Guide clients through the enrollment process
  • Maintain compliance and provide ongoing client support

What We're Looking For
  • Coachable and open to a structured system
  • Strong communication and people skills
  • Self-driven with the ability to work remotely
  • Willing to obtain or transfer a life insurance license State
  • Availability Primary focus: Georgia
  • Also accepting licensed or transferable candidates in: Alabama, DC, Florida, North Carolina, Maryland, Michigan, Ohio, South Carolina, Tennessee, Virginia
    • (Additional states may be considered based on licensing pathway)

About the Organization
We specialize in serving working-class families through union partnerships.
  • 70+ years of industry presence
  • Millions of policyholders protected
  • Exclusive access to union-based membership requests
  • Long-term focus on service, retention, and career growth

How to Apply
Submit your resume today! If selected, you will receive an email and text with a link to:
1⃣ Watch a career overview video role details, compensation, and company culture.
2⃣ Schedule a virtual interview to discuss your fit for the position.
Take the first step toward a rewarding remote career today!
TWA is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive workplace for all employees.

Apply