Talent.com
Life Insurance Benefits Advisor – Remote (Florida)
Life Insurance Benefits Advisor – Remote (Florida)The Weatherspoon Agency- TWA Career • St. Petersburg, Florida, United States
Life Insurance Benefits Advisor – Remote (Florida)

Life Insurance Benefits Advisor – Remote (Florida)

The Weatherspoon Agency- TWA Career • St. Petersburg, Florida, United States
30+ days ago
Job type
  • Full-time
  • Remote
Job description

Life Insurance Benefits Advisor – Remote (38 states)

Location: Fully Remote – Must be a US Resident
Employment Type: Full-Time


Looking for a Remote Career With Stability, Purpose, and Growth?

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

For over 70 years, our organization has specialized in providing supplemental life and insurance protection benefits to working-class families through labor unions and associations nationwide. We operate in a 100% union-based environment, serving tens of thousands of organized workers and millions of policyholders across the country. Including the large organizations of the AFL-CIO, UAW, IBT, Teamsters, IBEW, and AFSCME.

Our clients include union members and families in industries such as:

  • Manufacturing & Skilled Trades

  • Utility & Energy Workers

  • Government & Municipal Employees

  • First Responders & Public Service Professionals

  • Transportation, Logistics, and Industrial Workers

Our benefits and policy options are reviewed and often selected in collaboration with union and association boards or advisory groups. These benefits are made available to members through their individual union or association membership.


Why Join The Weatherspoon Agency?

No Cold Calling
We work exclusively with members who respond directly and request outreach, ensuring all conversations are member-initiated and permission-based.

Warm Leads Provided – At No Cost (and they are good leads....)
All leads are supplied by the agency. No prospecting. No out of pocket expenses.

Strong Earning Potential
Competitive income, 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 life insurance experience required. We provide training and assist with Florida and Georgia's life insurance licensing.

100% Remote
Work from home while serving Florida and Georgia union families statewide.


Key Responsibilities

  • 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 Florida resident and Georgia non-resident licensing and compliance requirements


What We're Looking For

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.


About The Weatherspoon Agency

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:

1⃣ A brief career overview video (role, compensation, expectations)
2⃣ A virtual interview scheduling link

Take the first step toward a stable, purpose-driven remote career serving Florida and Georgia's union families.

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

Create a job alert for this search

Life Insurance Benefits Advisor – Remote (Florida) • St. Petersburg, Florida, United States

Similar jobs

Account Associate- Commercial Insurance (Remote)

Insurance Office of AmericaMadeira Beach, FL, US
Full-time

Title: Account Associate - Commercial Lines.Remote with the appropriate licensing.Florida and Georgia Residents only.General Book, Condos, Contractors, Construction, Habitational.Please note: If th...Show more

Senior Account Associate- Commercial Insurance- Remote

Insurance Office of AmericaGulfport, FL, US
Full-time

Title: Senior Account Associate - Commercial Lines.Remote (Central and Eastern Time Zones Only).Agriculture, Construction, Contractors .Please note: If this position is posted as either fully remot...Show more

Remote Insurance Agent (2-15 / 2-40 Required)

AppleoneSaint Petersburg, FL, United States
Remote
Full-time

Job DescriptionJob DescriptionPosition :Remote Insurance Agent (2-15 or 2-40 License Required)Duration :4 Months (Contract)Pay :$21-23 / hour commissions and guaranteed bonus during engagement peri...Show more

 • Promoted

Senior Account Associate- Commercial Insurance (Remote)

Insurance Office of AmericaTreasure Island, FL, US
Full-time

Title: Senior Account Associate - Commercial Lines.Remote (Florida and Eastern Time Zone Only).General, Construction, Contractors.Please note: If this position is posted as either fully remote and/...Show more

Senior Account Manager- Commercial Insurance (Remote)

Insurance Office of AmericaGulfport, FL, US
Full-time

Title: Senior Account Manager - Commercial Lines.International, Large Complex Accounts.Please note: If this position is posted as either fully remote and/or hybrid, in accordance with company polic...Show more

Senior Home Lending Advisor, NE Tampa Bay, FL

ChaseSaint Petersburg, FL, United States
Full-time

Join our fun, high-energy team as a Senior Home Lending Advisor in Chase Home Lending and put your exceptional knowledge and understanding of home lending products to good use by serving as your cu...Show more

 • Promoted

Account Manager- Commercial Insurance (Remote)

Insurance Office of AmericaTreasure Island, FL, US
Full-time

Title: Account Manager - Commercial Lines.Remote (Eastern and Central Times Zones Only.General, Construction, Contractors.Please note: If this position is posted as either fully remote and/or hybri...Show more

Work-From-Home Product Advisor - $45 per hour

Great LionSt. Petersburg , Florida
Remote
Part-time +1

Product Testers are wanted to work from home nationwide in the US to fulfill upcoming contracts with national and international companies.We guarantee 15-25 hours per week with an hourly pay of bet...Show more

 • Promoted

Account Manager Associate- Commercial Insurance (Remote)

Insurance Office of AmericaST Petersburg, FL, US
Full-time

Title: Account Manager Associate - Commercial Lines.Remote (Eastern and Central Time Zones Only).Please note: If this position is posted as either fully remote and/or hybrid, in accordance with com...Show more

Account Associate- Commercial Insurance- Remote

Insurance Office of AmericaMadeira Beach, FL, US
Full-time

Title: Account Associate - Commercial Lines.Remote, with appropriate licensing.Eastern and Central Time Zones Only).General, Construction, Hospitality.Please note: If this position is posted as eit...Show more

Remote Sales Representative - Insurance

The Semler AgencySt. Petersburg, FL, US
Remote
Full-time +1
Quick Apply

The Hoffmann Agency, a partner of Symmetry Financial Group, is looking for driven sales representatives to become a part of our team and help in protecting families across the nation with various f...Show more

Flexible Remote Work – Get Paid to Share Your Opinions on Top Brands

OCPAPasadena Hills, Florida, us
Remote
Part-time +1

Product Testers are wanted to work from home nationwide in the US to fulfill upcoming contracts with national and international companies.We guarantee 15-25 hours per week with an hourly pay of bet...Show more

 • Promoted

Senior Home Lending Advisor, Southwest Tampa Bay, FL

ChaseSaint Petersburg, FL, United States
Full-time

Join our fun, high-energy team as a Senior Home Lending Advisor in Chase Home Lending and put your exceptional knowledge and understanding of home lending products to good use by serving as your cu...Show more

 • Promoted

Health Insurance Agent

Pitch Health SolutionsMemphis, FL, US
Full-time
Quick Apply

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you unlim...Show more

Corporate Benefits Specialist

Spectraforce TechnologiesSt. Petersburg, Florida, United States
Full-time

Job Title: Corporate Benefits Specialist.Location: St Pete Office, 970, Lake Carillon Drive, St Petersburg Florida 33716.Work Hours/Shift: Monday - Friday; 8:00AM to 5:00PM EST.Although the role is...Show more

 • Promoted

Account Associate-Commercial Insurance- Select Business (Remote)

Insurance Office of AmericaGulfport, FL, US
Full-time

Title: Account Associate - Commercial Lines.Please note: If this position is posted as either fully remote and/or hybrid, in accordance with company policy, individuals residing within a 50-mile ra...Show more

Account Manager - Commercial Insurance (Fully Remote Option)

Insurance Office of AmericaST Petersburg, FL, US
Full-time

Title: Account Manager - Commercial Lines.Please note: If this position is posted as either fully remote and/or hybrid, in accordance with company policy, individuals residing within a 50-mile radi...Show more

Retirement Plan Services Associate

TEKsystemsSt. Petersburg, Florida, United States
Temporary

Retirement Plan Services Associate*.This person will be responsible for supporting the Retirement Plan Services department.The majority of their role will involve processing forms and performing ba...Show more