Remote Benefits Specialist Opportunity - Currently Licensed Candidates
The Weatherspoon Agency- TWA Career
University of South Florida, Tampa, FL 33620, USA
5/19/2026
Benefits Administrator
Full time
Remote Benefits Specialist Opportunity - Currently Licensed Candidates
The Weatherspoon Agency is actively seeking currently licensed life insurance professionals looking to build within a structured remote sales environment backed by mentorship, training, and company-supported lead programs.
This opportunity is designed for motivated, coachable individuals who are already licensed in Life and Health insurance and are seeking a long-term remote career path with growth potential.
What We Do
We work with members and families who request information regarding available union and association benefits. Our agents meet with clients virtually through Zoom, explain available options, and assist families with coverage enrollment when appropriate.
What We Provide
Candidates must hold an active resident insurance license in their home state. Additional non-resident licensing may be required depending on the territories and client availability assigned within the agency.
The Weatherspoon Agency currently works with licensed agents across multiple states in a fully remote environment.
Ideal Background
This opportunity may be a strong fit for individuals with backgrounds in:
This is a remote independent contractor opportunity within The Weatherspoon Agency. Training, mentorship, and support systems are provided to help qualified agents grow within the organization.
Applicants selected to move forward will be contacted regarding the next steps in the interview process.
The Weatherspoon Agency is actively seeking currently licensed life insurance professionals looking to build within a structured remote sales environment backed by mentorship, training, and company-supported lead programs.
This opportunity is designed for motivated, coachable individuals who are already licensed in Life and Health insurance and are seeking a long-term remote career path with growth potential.
What We Do
We work with members and families who request information regarding available union and association benefits. Our agents meet with clients virtually through Zoom, explain available options, and assist families with coverage enrollment when appropriate.
What We Provide
- Company-supported lead programs
- Structured virtual onboarding and training
- Remote work opportunity
- Mentorship from experienced agency leadership
- Advancement opportunities based on performance
- Flexible scheduling options
- Residual income potential
- Active resident Life & Health insurance license
- Ability to obtain additional non-resident state licenses if needed
- Professional communication skills
- Reliable internet and computer access
- Comfortable working in a virtual environment
- Self-motivated and coachable mindset
Candidates must hold an active resident insurance license in their home state. Additional non-resident licensing may be required depending on the territories and client availability assigned within the agency.
The Weatherspoon Agency currently works with licensed agents across multiple states in a fully remote environment.
Ideal Background
This opportunity may be a strong fit for individuals with backgrounds in:
- Insurance sales
- Financial services
- Customer service
- Sales
- Hospitality
- Leadership or management
- Remote client support
This is a remote independent contractor opportunity within The Weatherspoon Agency. Training, mentorship, and support systems are provided to help qualified agents grow within the organization.
Applicants selected to move forward will be contacted regarding the next steps in the interview process.