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Insurance Agent Mentorship Program Jobs in Worcester, MA

Stephen W. Gersh Insurance Agency, Inc.

Be Seen First

Entry-Level Insurance Agent / Broker

Marlborough, MA · On-site

$50K/yr

Entry-Level Insurance Agent / Broker Location: Marlborough, MA Job Type: Full-Time Compensation ... Paid training and mentorship * Assistance obtaining insurance licensing (if needed) * Competitive ...

Pioneer Agency

Insurance Agent

Worcester, MA · Remote

$50K - $75K/yr

We are a fast-growing insurance agency helping individuals and families with life, health, and ... Comprehensive training and mentorship * Remote work opportunity with flexible scheduling

HMG Careers

Remote Insurance Agent

Woonsocket, RI · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Lone Star Careers

Remote Insurance Agent

Worcester, MA · Remote

$69K/yr

Ongoing training and mentorship from experienced managers * High-quality leads provided with no ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

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All JobsInsurance Agent Mentorship Program JobsInsurance Agent Mentorship Program Jobs in Worcester, MA

Insurance Agent Mentorship Program information

See Worcester, MA salary details

$24.9K

$64.9K

$121.2K

How much do insurance agent mentorship program jobs pay per year?

As of Sep 1, 2026, the average yearly pay for insurance agent mentorship program in Worcester, MA is $64,880.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,400.00 and $76,800.00 per year, depending on experience, location, and employer.

What is an insurance agent mentorship program?

An Insurance Agent Mentorship Program is a structured initiative where experienced insurance agents guide and support new or less experienced agents as they begin or advance their careers. These programs typically pair mentees with seasoned mentors who offer advice, share industry knowledge, and provide practical training on sales techniques, client management, and regulatory compliance. The goal is to help new agents build confidence, develop professional skills, and achieve success in the insurance industry. Mentorship programs can be offered by insurance companies, agencies, or industry associations and often include regular meetings, training sessions, and networking opportunities.

What can participants expect from the team structure and support in an insurance agent mentorship program?

In an Insurance Agent Mentorship Program, participants are typically matched with experienced agents who provide one-on-one guidance and feedback. The program often includes regular check-ins, group training sessions, and opportunities to shadow senior agents on client meetings. This collaborative structure helps new agents quickly develop sales techniques, product knowledge, and customer service skills. Additionally, mentees benefit from networking within the agency, making it easier to learn industry best practices and advance their careers.

What are the key skills and qualifications needed to thrive in an insurance agent mentorship program, and why are they important?

To thrive in an Insurance Agent Mentorship Program, candidates need a foundational understanding of insurance principles, strong sales acumen, and often a state insurance license or willingness to obtain one. Familiarity with customer relationship management (CRM) software and quoting tools is typically required, alongside knowledge of regulatory compliance systems. Outstanding interpersonal communication, resilience, and a willingness to learn from mentors distinguish top performers in this program. These skills and qualities ensure that mentees can effectively build client relationships, adapt to industry demands, and achieve long-term success in insurance sales.

What are popular job titles related to Insurance Agent Mentorship Program jobs in Worcester, MA?

For Insurance Agent Mentorship Program jobs in Worcester, MA, the most frequently searched job titles are:

What job categories do people searching Insurance Agent Mentorship Program jobs in Worcester, MA look for?

The top searched job categories for Insurance Agent Mentorship Program jobs in Worcester, MA are:

What cities near Worcester, MA are hiring for Insurance Agent Mentorship Program jobs?

Cities near Worcester, MA with the most Insurance Agent Mentorship Program job openings:

Insurance Agent Mentorship Program jobs near you
Infographic showing various Insurance Agent Mentorship Program job openings in Worcester, MA as of June 2026, with employment types broken down into 87% Full Time, 5% Part Time, 5% Temporary, and 3% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $64,880 per year, or $31.2 per hour.

Entry-Level Insurance Agent / Broker

Marlborough, MA • On-site

Stephen W. Gersh Insurance Agency, Inc.
1 - 10 employees
Learn more about Stephen W. Gersh Insurance Agency, Inc.external

$50K/yr

Full-time

Medical, Retirement, PTO

Re-posted 28 days ago

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Job description

Entry-Level Insurance Agent / Broker

Location: Marlborough, MA
Job Type: Full-Time
Compensation: Base Salary + Bonuses

About Us

Stephen W. Gersh Insurance Agency, Inc. is a growing insurance agency dedicated to helping individuals, families, and businesses protect what matters most. We provide personalized insurance solutions and exceptional customer service while creating rewarding career opportunities for our team members.

We are seeking motivated, goal-oriented individuals to join our team as Entry-Level Insurance Agents/Brokers. No prior insurance experience is required—we provide comprehensive training, licensing support, and ongoing mentorship to help you build a successful career.

What You'll Do

  • Build relationships with prospective and existing clients
  • Identify clients' insurance needs and recommend appropriate coverage options
  • Generate leads through referrals, networking, and marketing initiatives
  • Educate clients on insurance products and policy benefits
  • Prepare quotes and assist clients throughout the application process
  • Maintain accurate client records and follow-up communications
  • Provide exceptional customer service and policy support

What We're Looking For

Required Qualifications

  • High school diploma or equivalent
  • Bilingual English/Portuguese or Spanish
  • Strong communication and interpersonal skills
  • Positive attitude and willingness to learn
  • Self-motivated with a strong work ethic
  • Basic computer proficiency
  • Ability to work independently and as part of a team

Preferred Qualifications

  • Customer service, retail, hospitality, or sales experience
  • Existing insurance license (not required)

What We Offer

  • Paid training and mentorship
  • Assistance obtaining insurance licensing (if needed)
  • Competitive compensation structure
  • Career growth and advancement opportunities
  • Health, dental, and retirement benefits (if applicable)
  • Supportive and team-oriented work environment

Ideal Candidate

This role is perfect for someone looking to start a professional career in sales, financial services, or insurance. If you enjoy helping people, building relationships, and being rewarded for your performance, we'd love to hear from you.

How to Apply

Submit your resume along with a brief description of why you're interested in a career in insurance. Qualified candidates will be contacted for an interview.

Stephen W. Gersh Insurance Agency, Inc.] is an Equal Opportunity Employer.