Job Closed
This listing is no longer active.
This opportunity is best suited for agents who prefer operating within a focused, team-driven environment rather than splitting production across multiple carriers.
Remote Benefits Enrollment Agent
Location
United States
Posted
168 days ago
Salary
$67K - $114K / year
Seniority
Mid Level
No structured requirement data.
Job Description
Remote Benefits Enrollment Agent
The Weatherspoon Agency- TWA Career
This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. 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.
Job Requirements
- 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
- 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
Related Guides
Related Categories
Related Job Pages
More Insurance Jobs
Licensed Life Insurance Advisor
PolicyMePolicyMe is on a mission to put families first with simple and affordable insurance.
• Help prospective clients navigate life, critical illness, and health & dental insurance options using PolicyMe’s digital platform and your product knowledge • Speak with customers to answer questions and guide them through the buying process • Manage a high-volume pipeline of 300–350 leads each month • Use HubSpot to track conversations, follow-ups, and application stages • Recommend the right coverage based on customer needs, using a clear and honest consultative approach • Maintain high-quality service across phone, email, and SMS channels • Address customer questions related to their needs, product details, or how the insurance process works • Collaborate with teammates and team leads to help improve workflows and elevate the customer experience • Ensure every prospective customer receives the same honest, helpful, and human service PolicyMe is known for • Other duties as required
• Act as the go-to person for escalations, reviewing complex claim rejections and denials • Help create clear, engaging learning content and guides for both customers and internal teams • Support our team by resolving complex US insurance billing and rejection issues quickly • Be a direct partner with clinics needing additional guidance with billing setups • Meticulously review support cases, find knowledge gaps, and collaborate cross-functionally • Be the connective thread between teams at Jane, translating customer billing pain points into insights for Product • Provide expert input on complex billing questions and contribute to quality assurance • Identify opportunities to simplify internal processes and strengthen cross-team alignment
Insurance Agent
The Semler AgencyTurnkey business ownership model Award-winning culture with uncapped earning potential Top 10 Place to Work – Experience.com Top Company Culture – Entrepreneur Magazine FAQ Nationwide company – work from your local area 100% remote work No license required for hire (training available) Part-time & full-time positions available Ready to build a career with purpose, flexibility, and unlimited income? Apply today and take the first step toward building your business and your future. NOTE: No agent's success, earnings, or production results should be viewed as typical, average or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the Insurance needs of the customers in the geographic areas in which you choose to work.
This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description If you are a federal employee seeking a legitimate, part-time way to earn supplemental income outside of your normal work hours, this opportunity may be a good fit. We work with families across the U.S. to help them understand and secure life insurance protection. This role is fully remote, commission-only, and structured to be completed outside of standard government work hours. This position does not interfere with federal employment, does not involve government contracts, and does not require use of government time or resources. Why Federal Employees Do Well Here - You are accustomed to regulations, ethics, and accountability. - You value clear procedures and documented training. - You are detail-oriented and dependable. - You prefer structured systems over vague promises. What the Work Looks Like - Meeting with families virtually by phone or Zoom. - Explaining insurance options clearly and ethically. - Helping families select appropriate coverage. - Completing applications and required documentation. - Participating in scheduled training and coaching. - Team members can work evenings or weekends only. Compensation & Structure - Commission-only (1099 independent contractor). - Paid per policy placed. - No hourly wage or salary. - Income is directly tied to activity and consistency. - No income cap. What We Provide - Step-by-step training (no insurance experience required). - Licensing guidance and compliance support. - Proven systems and scripts. - Ongoing coaching and accountability. - Fully remote flexibility. Eligibility & Compliance Notes - Must reside in the United States. - Must be legally authorized to work in the U.S. Who This Is (and Isn’t) For This IS a good fit if you: - Want part-time remote work with clear boundaries. - Value ethics, structure, and accountability. - Are comfortable with performance-based pay. - Can commit consistent evening or weekend hours. This is NOT a good fit if you: - Need guaranteed hourly income. - Want something passive. - Prefer unstructured work. - Are unable to work outside normal duty hours. Next Step Apply to schedule a brief introductory conversation. We will clearly explain expectations and answer compliance-related questions before moving forward. NOTE: No agent's success, earnings, or production results should be viewed as typical, average or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the Insurance needs of the customers in the geographic areas in which you choose to work.
Remote Insurance Sales Consultant
The Semler AgencyTurnkey business ownership model Award-winning culture with uncapped earning potential Top 10 Place to Work – Experience.com Top Company Culture – Entrepreneur Magazine FAQ Nationwide company – work from your local area 100% remote work No license required for hire (training available) Part-time & full-time positions available Ready to build a career with purpose, flexibility, and unlimited income? Apply today and take the first step toward building your business and your future. NOTE: No agent's success, earnings, or production results should be viewed as typical, average or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the Insurance needs of the customers in the geographic areas in which you choose to work.
This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description We are hiring motivated individuals for a remote, commission-based insurance sales role working with families across the U.S. This position is ideal for people who want: - Clear training - Strong mentorship - A structured system to follow - Performance-based income This is a 1099 independent contractor role and not hourly employment. What You’ll Be Doing - Working with warm, qualified leads (no cold calling) - Scheduling and conducting virtual appointments - Educating families on life insurance options - Helping clients choose coverage that fits their needs and budget - Completing applications and basic follow-up - All work is done remotely by phone or Zoom. Training & Support - Step-by-step onboarding and training - Daily training calls and ongoing coaching - Proven scripts and systems - One-on-one mentorship You will never be left guessing what to do next — but you must be willing to follow the system. Compensation - Commission-only (1099) - Paid per policy placed - No income cap - Day-one vesting - Income is based on activity, consistency, and performance. This Role Is a Good Fit If You: - Are coachable and open to feedback - Can work independently without micromanagement - Are comfortable with performance-based pay - Want long-term growth, not quick wins - Value integrity and professionalism - Sales or customer service experience is helpful but not required. Licensing Requirement - A Life & Health Insurance License or willingness to obtain one is required - We provide guidance to obtain licensing in 7–10 days through an approved online course. Why People Choose Our Team - Training before production - Ongoing mentorship - Lead quality and support - Protecting agents’ books of business Our goal is to help motivated individuals build skill, confidence, and income the right way. Additional Benefits - Heavily subsidized, high-quality leads - Dedicated conservation team to reduce chargebacks - Incentive trips and recognition for top performers Next Step If you’re looking for a legitimate remote role with real training and accountability, apply to schedule a short introductory conversation. We’ll clearly explain expectations and next steps before moving forward. NOTE: No agent's success, earnings, or production results should be viewed as typical, average or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the Insurance needs of the customers in the geographic areas in which you choose to work.


