Active resident Life & Health insurance license * Ability to obtain additional non-resident state ... Comfortable working in a virtual environment * Self-motivated and coachable mindset Licensing ...
Active resident Life & Health insurance license * Ability to obtain additional non-resident state ... Comfortable working in a virtual environment * Self-motivated and coachable mindset Licensing ...
Remote Benefits Specialist Opportunity - Currently Licensed Candidates
Arlington, VA · On-site +1
$68K - $105K/yr
Active resident Life & Health insurance license * Ability to obtain additional non-resident state ... Comfortable working in a virtual environment * Self-motivated and coachable mindset Licensing ...
Remote Benefits Specialist Opportunity - Currently Licensed Candidates
Arlington, VA · On-site +1
$68K - $105K/yr
Active resident Life & Health insurance license * Ability to obtain additional non-resident state ... Comfortable working in a virtual environment * Self-motivated and coachable mindset Licensing ...
Remote Sales Specialist
Virginia Beach, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Quick apply
Remote Sales Specialist
Virginia Beach, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Hampton, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Hampton, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Martinsville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Martinsville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Alexandria, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Alexandria, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Richmond, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Richmond, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Martinsville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Martinsville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Chesapeake, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Chesapeake, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Newport News, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Newport News, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Danville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Danville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Danville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Danville, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Remote Sales Specialist
Norfolk, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
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Remote Sales Specialist
Norfolk, VA · Remote
$69K/yr
Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Laptop or desktop computer with a working camera * Insurance license required or willingness to ...
Senior/Executive Underwriter, Excess Casualty
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select is our US excess and surplus lines insurer based ...
Senior/Executive Underwriter, Excess Casualty
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select is our US excess and surplus lines insurer based ...
Senior/Executive Underwriter, Excess Casualty
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select is our US excess and surplus lines insurer based ...
Senior/Executive Underwriter, Excess Casualty
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select is our US excess and surplus lines insurer based ...
Sales Representative Medical Device
Richmond, VA · On-site +1
$90K - $100K/yr
We recognize the benefits of flexible, remote working arrangements for eligible roles and are ... We offer comprehensive package of benefits including paid time off, medical/dental/vision insurance ...
Sales Representative Medical Device
Richmond, VA · On-site +1
$90K - $100K/yr
We recognize the benefits of flexible, remote working arrangements for eligible roles and are ... We offer comprehensive package of benefits including paid time off, medical/dental/vision insurance ...
Associate of Domestic Income Tax
Chantilly, VA · On-site +1
$59K - $79K/yr
The Associate of Domestic Income Tax will be part of a remote working team and have a range of ... Disability and life insurance * Pet insurance Note: Benefits may vary based on employment type ...
Associate of Domestic Income Tax
Chantilly, VA · On-site +1
$59K - $79K/yr
The Associate of Domestic Income Tax will be part of a remote working team and have a range of ... Disability and life insurance * Pet insurance Note: Benefits may vary based on employment type ...
Remote Insurance Sales - Richmond, VA (23223) | Paid Training & Career Growth
Richmond, VA · On-site +1
$75K - $100K/yr
Now hiring Remote Insurance Producers in Richmond, VA! Earn $75K-$100K+, fast promotions, no cold ... Whether working from our local office or remotely, you'll play a key role in supporting clients and ...
Remote Insurance Sales - Richmond, VA (23223) | Paid Training & Career Growth
Richmond, VA · On-site +1
$75K - $100K/yr
Now hiring Remote Insurance Producers in Richmond, VA! Earn $75K-$100K+, fast promotions, no cold ... Whether working from our local office or remotely, you'll play a key role in supporting clients and ...
Senior Underwriter, Products Liability & Contractors
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select, a subsidiary of Hamilton Insurance Group, LTD ...
Senior Underwriter, Products Liability & Contractors
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select, a subsidiary of Hamilton Insurance Group, LTD ...
Senior Underwriter, Products Liability & Contractors
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select, a subsidiary of Hamilton Insurance Group, LTD ...
Senior Underwriter, Products Liability & Contractors
Richmond, VA · On-site +1
$97K - $115K/yr
We prefer to base the position in Richmond, VA, but we will consider a remote working location for appropriately qualified candidates. Hamilton Select, a subsidiary of Hamilton Insurance Group, LTD ...
Remote Working Insurance information
What is the difference between Remote Working Insurance vs Remote Customer Service Representative?
| Aspect | Remote Working Insurance | Remote Customer Service Representative |
|---|---|---|
| Credentials | Varies; often requires insurance licenses or certifications | High school diploma or equivalent; customer service skills |
| Work Environment | Primarily office-based, but covers remote policies | Home office or remote call centers |
| Industry Usage | Insurance companies, brokers, online platforms | Retail, telecom, tech companies |
| Search Intent | Understanding remote insurance coverage options | Finding remote customer support jobs |
Remote Working Insurance focuses on providing coverage for remote work setups, while Remote Customer Service Representative roles involve handling customer inquiries remotely. Both are integral to remote work industries but serve different purposes and require different credentials.
What is remote working insurance?
What are some common challenges faced by insurance professionals working remotely, and how can they be managed?
What are the key skills and qualifications needed to thrive as a Remote Insurance Specialist, and why are they important?

Remote Benefits Specialist Opportunity - Currently Licensed Candidates
The Weatherspoon Agency- TWA CareerArlington, VA • Remote
Full-time
Medical, Life
Posted 23 days ago
Job description
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 DoWe 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 BackgroundThis 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.
Employment Type: FULL_TIME