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Life Benefits Specialist (Remote | Leadership Track)

Location: Fully Remote — Must reside in one of our approved statesEmployment Type: Full-Time

Build a Professional Career With Long-Term Growth

The Weatherspoon Agency (TWA) is a captive life insurance agency specializing in supplemental benefits delivered through unions, associations, and affiliated organizations nationwide. Our role is to educate and support members who have requested information about their benefits—providing clarity, guidance, and long-term service.

This position is designed for individuals seeking career progression, responsibility, and leadership development in a remote professional environment.

Role Overview

As a Life Benefits Specialist, you will work directly with members who have requested benefits information through their organization. This is a client-service–focused role, centered on education, compliance, and relationship management—not cold outreach or high-pressure sales.

High-performing specialists may progress into senior advisory, mentoring, or leadership roles based on performance, consistency, and professional readiness.

What Sets This Role Apart

• Client Requests Provided – Members initiate contact through their union or association.

• Structured Growth Path – Clear expectations and advancement opportunities into senior and leadership roles.

• Professional Training & Mentorship – Comprehensive onboarding, ongoing development, and leadership coaching.

• Long-Term Income Model – Performance-based compensation with renewal income.

• Fully Remote Environment – Work from home with established systems and support.

• Stability & Structure – Operate within a regulated, compliance-driven industry.

Key Responsibilities

• Communicate with members who have requested benefits information.

• Provide clear, accurate education on available life insurance benefits.

• Support members through enrollment and policy understanding.

• Maintain state licensing, compliance, and professional standards.

• Manage a consistent schedule and follow established agency processes.

Candidate Profile

• Residency: Must reside in Georgia, Alabama, District of Columbia, Florida, Indiana, Michigan, North Carolina, Ohio, South Carolina, Tennessee, or Virginia.

• Experience: No prior insurance experience required; professional, service-oriented backgrounds are encouraged.

• Accountability: Strong time management and follow-through in a remote setting.

• Growth-Oriented: Interested in long-term development and leadership opportunities.

• Licensing: A life insurance license is required; agency support and guidance are provided, including temporary licensing options where available.

About The Weatherspoon Agency

The Weatherspoon Agency has served union members and affiliated organizations for decades by providing supplemental life insurance benefits with professionalism and integrity. Our culture emphasizes development, accountability, and sustainable career growth.

We are recognized for:

• Leadership development and internal advancement

• Ongoing professional education

• Long-term client relationships

• A structured, ethical business model

Application Process

Submit your resume today! If selected, you will receive an email and text with a link to:1⃣ Watch a career overview video covering role details, compensation, and company culture.2⃣ Schedule a virtual interview to discuss your fit for the position.

The Weatherspoon Agency is an Equal Opportunity Employer. We are committed to building an inclusive, professional, and growth-focused workplace.