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Eight Point Solutions

Entry Level Leadership (Remote)

Fisher Agency

Boston, Massachusetts, United States (Remote)

CommunicationLeadershipOrganizationMotivationAdaptabilityTeamworkProfessionalismReliabilityCoachabilityNetworkingPresentationTime-managementProblem-solving

Job Description

Entry-Level Leadership Representative — Remote

100% Remote | Commission-Based | Training Provided | Entry-Level

Are you looking for a career opportunity where you can help people, develop leadership skills, and build your professional future—all from home?

We are seeking motivated individuals to join our team as Entry-Level Leadership Representatives, working with union members, families, and community-focused programs to help eligible individuals understand and access valuable benefits and services.

What You’ll Do

  • Connect with union members and their families to provide information about available benefits and community service programs

  • Conduct virtual presentations and one-on-one consultations

  • Build strong relationships with the individuals and communities we serve

  • Assist families in understanding their available options and resources

  • Participate in ongoing leadership and professional development

  • Learn and implement proven communication and client-service strategies

  • Work toward personal and team goals while maintaining a high standard of service

What We Provide

  • 100% remote work

  • Entry-level opportunity — no previous experience required

  • Comprehensive training and ongoing mentorship

  • Flexible scheduling

  • Leadership development and advancement opportunities

  • Support throughout the licensing process

  • A mission-driven environment focused on helping working families and communities

Compensation

This is a commission-based opportunity, with compensation tied to performance. Individuals who are motivated, coachable, and consistent have the opportunity to grow their income as they develop their skills and leadership responsibilities.

What We’re Looking For

  • Strong communication and interpersonal skills

  • Professional, positive, and dependable attitude

  • Self-motivated and comfortable working independently

  • Willingness to learn and receive coaching

  • Ability to build rapport with people from diverse backgrounds

  • Desire to grow into a leadership role

  • Must be willing to obtain the required license; we provide assistance and guidance throughout the licensing process

No prior industry experience is required. Training is provided.

If you’re looking for more than just another job and want an opportunity to develop professionally while making a meaningful impact on families and communities, we’d love to hear from you.

Responsibilities

Responsibilities

  • Conduct virtual meetings with union members and community members to explain available benefits, services, and programs

  • Build and maintain professional relationships with members, families, and community organizations

  • Educate individuals on available programs and help them identify resources that may meet their needs

  • Follow up with members and prospective clients to answer questions and provide continued support

  • Complete virtual consultations, presentations, and enrollment processes

  • Maintain accurate records and follow established procedures and compliance guidelines

  • Participate in weekly training, coaching, and professional development sessions

  • Develop strong communication, presentation, and leadership skills through hands-on experience

  • Set and work toward individual and team performance goals

  • Collaborate with leadership and team members in a fully remote environment

  • As experience is gained, take on additional leadership responsibilities, including mentoring and supporting new team members

Requirements

Requirements

  • Must be 18 years of age or older

  • Must have a valid Social Security Number and be legally authorized to work in the United States

  • Must be willing and able to obtain the required state license; assistance and guidance are provided throughout the licensing process

  • Strong verbal and written communication skills

  • Professional, reliable, and comfortable interacting with members and families virtually

  • Self-motivated and able to work independently in a 100% remote environment

  • Comfortable learning new systems, technology, and communication tools

  • Coachable with a willingness to participate in training and ongoing development

  • Goal-oriented and motivated by performance-based compensation

  • Must have a reliable internet connection and a computer or compatible device for remote work

  • Previous sales, insurance, or leadership experience is not required — training is provided

Benefits & Perks

Benefits & Perks

  • 100% Remote: Work from the comfort of your home with no daily commute

  • Flexible Schedule: Build a schedule that works around your personal and professional commitments

  • Licensing Support: We help guide you through the required licensing process

  • Entry-Level Opportunity: No previous industry experience is required

  • Leadership Development: Develop communication, presentation, mentoring, and leadership skills

  • Career Advancement: Opportunity to grow into additional leadership and management responsibilities

  • Performance-Based Income: Commission-based compensation with opportunities to increase your earnings as you develop

  • Mentorship & Team Support: Work alongside experienced leaders who provide guidance and accountability

  • Meaningful Work: Help union members, families, and communities access programs and services designed to support them

Health and Dental: After 90 days, health insurance reimbursement and dental programs through Humana.

Screening Questions

Question 1 *

Are you based in the United States?

Question 2 *

Are you able to pass a Background Check?

Required Documents

Resume*
Please include your name, email, and phone number on the resume provided for faster contact.

Job Info

Job Type

Full-time

Experience

Mid

Department

Leadership

Location

Boston, Massachusetts, United States

Posting Date

Sep 14, 2026

Salary

$50K - $120K/yr

Deadline

Dec 31, 2026

Resume

Required

Cover Letter

Optional