Virginia Remote Benefits Representative — Training Provided

Remote Member Support Specialist — Virginia Region

The Weatherspoon Agency is currently interviewing Virginia-based applicants interested in a remote opportunity centered around virtual client communication, member support, and benefits education.

Current recruiting focus includes candidates located within or near:

Virginia Beach, Virginia

Richmond, Virginia

Norfolk, Virginia

Chesapeake, Virginia

Arlington, Virginia

No previous insurance industry experience is required to apply.

This opportunity is designed for individuals looking to transition into a structured remote environment with access to training, mentorship, onboarding support, and long-term professional development resources.

Role Summary

Team members communicate virtually with union and association members who have requested information regarding available benefit programs. Responsibilities may include reviewing available options with clients, assisting with scheduling and follow-up, answering questions, and helping families navigate the enrollment process when appropriate.

Appointments are conducted remotely through scheduled virtual meetings.

Training & Onboarding

Starting in a new industry can feel overwhelming for many candidates, especially when balancing:

licensing requirements

technology platforms

remote communication systems

new terminology and workflows

Our onboarding process is built around helping simplify that transition through:

guided onboarding support

virtual mentorship

live coaching sessions

ongoing development resources

team-based collaboration

Work Environment

This is a remote opportunity supported by company-assisted lead and appointment systems.

Team members are not expected to conduct door-to-door prospecting, cold calling campaigns, or independently purchase lead lists.

Licensing Details

A state insurance license is required for long-term placement within the role.

Applicants who are not currently licensed may still be considered. Qualified candidates may receive assistance navigating the licensing process, including access to onboarding guidance and potential scholarship support opportunities to help offset a portion of initial licensing-related expenses.

Licensing timelines and eligibility requirements vary by state.

What The Opportunity Includes

Remote work structure

Flexible scheduling options

Structured training resources

Leadership and mentorship support
Performance-based advancement opportunities
Long-term residual income potential

Company-supported appointment flow

Preferred Candidate Profile

We are generally looking for individuals who are:

coachable

dependable

professional

motivated to grow
comfortable communicating with others

open to learning new systems

Candidates from customer service, hospitality, education, healthcare, management, retail, administrative support, and sales-related backgrounds often transition well into this environment.

Additional Information

This is a remote independent contractor opportunity operating through The Weatherspoon Agency.

Applicants selected for the next phase of the process will be contacted regarding interviews and onboarding steps.