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Role Description

The Weatherspoon Agency (TWA) is expanding in Michigan and is actively hiring Remote Benefits Enrollment Agents to primarily serve union members and their families.

• Meet virtually with union members who have requested benefits information
• Explain available life insurance and supplemental benefit options
• Help families understand and enroll in coverage that fits their needs
• Build long-term, trust-based relationships with policyholders
• Maintain Michigan licensing and compliance requirements

Qualifications

• US Resident (required)
• Strong communication skills and professionalism
• Self-motivated and organized in a remote environment
• Coachable and open to structured training
• Life insurance license required — we assist with the process
• No prior insurance background needed
• Experience in customer service, sales, trades, military, public service, or union environments is always a plus

Requirements

• Must be a US Resident
• Strong communication skills
• Self-motivated and organized
• Life insurance license required

Benefits

• No Cold Calling - All conversations are member-initiated and permission-based
• Warm Leads Provided – At No Cost
• Strong Earning Potential - Competitive commissions, performance bonuses, and long-term residual income
• Clear Career Advancement - Structured paths into leadership and management with mentorship and support
• Training & Licensing Support - No prior insurance experience required
• 100% Remote - Work from home while serving Michigan union families statewide

Company Description

The Weatherspoon Agency is a captive agency specializing in union-based supplemental benefits. Our mission is simple: protect working-class families and provide meaningful career opportunities for our agents.

• Recognized nationally for culture and growth
• Long-term renewals and residual income model
• Leadership development and professional advancement
• Stable, recession-resistant industry serving essential workers

How to Apply

Submit your resume today. Qualified applicants will receive a follow-up email and text with links to:

• A brief career overview video (role, compensation, expectations)
• A virtual interview scheduling link

Take the first step toward a stable, purpose-driven remote career serving Michigan’s union families.

The Weatherspoon Agency is an Equal Opportunity Employer. We value diversity and are committed to an inclusive workplace.