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Entry Level Insurance Jobs in Massachusetts (NOW HIRING)

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: Base Salary + Bonuses About Us Stephen W. Gersh Insurance Agency, Inc. is a growing insurance agency ...

Sullivan Tire

Entry Level Technician

Westford, MA · On-site

$18 - $21/hr

The Entry Level Technician performs entry-level vehicle maintenance repairs and services on ... Health Insurance- including Medical, Vision, and Dental * Life and Disability Insurance * Paid ...

Sullivan Tire

Entry Level Technician

Billerica, MA · On-site

$18 - $21/hr

The Entry Level Technician performs entry-level vehicle maintenance repairs and services on ... Health Insurance- including Medical, Vision, and Dental * Life and Disability Insurance * Paid ...

Sullivan Tire

Entry Level Technician

Fairhaven, MA · On-site

$18 - $21/hr

The Entry Level Technician performs entry-level vehicle maintenance repairs and services on ... Health Insurance- including Medical, Vision, and Dental * Life and Disability Insurance * Paid ...

Sullivan Tire

Entry Level Technician

Norwood, MA · On-site

$18 - $21/hr

The Entry Level Technician performs entry-level vehicle maintenance repairs and services on ... Health Insurance- including Medical, Vision, and Dental * Life and Disability Insurance * Paid ...

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All JobsInsurance JobsEntry Level Insurance JobsEntry Level Insurance Jobs in Massachusetts

Entry Level Insurance information

See Massachusetts salary details

$21.5K

$63.1K

$110K

How much do entry level insurance jobs pay per year?

As of Jul 15, 2026, the average yearly pay for entry level insurance in Massachusetts is $63,061.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,229.00 and $80,458.00 per year, depending on experience, location, and employer.

Is insurance a good first job?

Entry level insurance positions are suitable for those starting their careers, offering opportunities to develop customer service, communication, and sales skills. These roles often require basic computer proficiency and may lead to advancement within the industry. They can provide stable work experience and a foundation for future career growth in insurance or related fields.

Why do most insurance agents quit?

Most insurance agents quit due to high competition, challenging sales targets, and inconsistent income, especially during the initial training period. The job often requires strong communication skills, persistence, and the ability to handle rejection, which can lead to burnout and turnover.

Is insurance a good first job?

Insurance entry-level positions are suitable for those starting their careers, offering opportunities to develop skills in customer service, sales, and policy management. These roles often require basic communication skills and may lead to advancement with experience and additional certifications such as licensing exams.

Why do so many insurance agents quit?

Many insurance agents quit due to the high competition, the need for strong sales skills, and the commission-based pay structure that can lead to income instability. Additionally, the job often requires building a client base and maintaining long hours, which can contribute to burnout and turnover.

What is the difference between Entry Level Insurance vs Insurance Agent?

AspectEntry Level InsuranceInsurance Agent
Required CredentialsHigh school diploma or equivalent; licensing varies by stateHigh school diploma; licensing required
Work EnvironmentOffice settings, call centers, or remoteOffice, client meetings, or remote
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance agencies, brokerages, direct sales
Common Search & ComparisonOften compared for entry-level roles in insuranceRelated role with sales and client interaction focus

Entry Level Insurance roles typically require basic licensing and serve as foundational positions in insurance companies or agencies. Insurance Agents, while also entry-level in many cases, focus more on client sales and service, often requiring licensing and direct interaction with clients. Both roles are essential for starting a career in insurance, but Insurance Agents usually involve more active sales and customer engagement.

What are the key skills and qualifications needed to thrive as an Entry Level Insurance professional, and why are they important?

To thrive as an Entry Level Insurance professional, you typically need foundational knowledge of insurance products, strong analytical skills, and at least a high school diploma or bachelor's degree. Familiarity with customer relationship management (CRM) software, basic data entry systems, and, in some cases, an insurance license are important technical qualifications. Excellent interpersonal skills, attention to detail, and a customer-focused mindset help you build trust and effectively communicate with clients. These skills and qualities are crucial for providing accurate information, ensuring compliance, and delivering exceptional service in a competitive industry.

What is an entry-level insurance agent?

An entry-level insurance agent is a professional who sells insurance policies and provides customer service with minimal prior experience. They typically complete training, obtain necessary licenses, and develop skills in sales, communication, and insurance products. These roles often serve as a starting point for careers in the insurance industry.

What jobs pay 4000 a week without a degree?

Insurance entry-level roles typically do not pay $4,000 a week without experience or advanced skills. High-paying jobs that can reach this level often require specialized skills, certifications, or sales commissions, such as insurance sales agents, real estate brokers, or certain sales positions, which may offer high earnings based on performance. Most roles at this income level without a degree are rare and usually involve commission-based or entrepreneurial work.

What are entry level positions in insurance?

Entry level insurance positions typically include roles such as insurance agent, customer service representative, claims assistant, or underwriter trainee. These roles often require basic knowledge of insurance policies, strong communication skills, and may involve on-the-job training or certification programs. They provide foundational experience for a career in the insurance industry.

What are some typical challenges faced by entry level insurance professionals, and how can they be overcome?

Entry level insurance professionals often encounter challenges such as understanding complex policy details, managing a high volume of client inquiries, and achieving sales or service targets. To overcome these, it's important to proactively seek guidance from experienced colleagues, participate in available training programs, and stay organized with clear documentation. Building strong communication skills and maintaining a customer-focused mindset can also help in managing client relationships and meeting performance goals.

What are entry level insurance jobs?

Entry level insurance jobs are positions within insurance companies or agencies that are designed for individuals who are new to the industry or have limited professional experience. These roles often include positions such as customer service representative, claims processor, sales agent trainee, or underwriting assistant. Entry level insurance jobs provide on-the-job training and opportunities to learn about insurance products, policies, and regulations. They are a great starting point for those interested in building a long-term career in the insurance field.

What jobs pay 4000 a week without a degree?

Entry-level insurance roles typically do not pay $4,000 a week without experience or advanced certifications. High-paying jobs that reach this level often require specialized skills, sales commissions, or entrepreneurial efforts, such as insurance sales agents with strong client networks or independent agents, but these are not strictly entry-level. Most jobs paying this amount without a degree are in sales, real estate, or entrepreneurial ventures that rely on performance and commissions rather than formal education.
What are the most commonly searched types of Insurance jobs in Massachusetts? The most popular types of Insurance jobs in Massachusetts are:
What are popular job titles related to Entry Level Insurance jobs in Massachusetts? For Entry Level Insurance jobs in Massachusetts, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance jobs in Massachusetts look for? The top searched job categories for Entry Level Insurance jobs in Massachusetts are:
What cities in Massachusetts are hiring for Entry Level Insurance jobs? Cities in Massachusetts with the most Entry Level Insurance job openings:
Entry Level Insurance jobs near you
Infographic showing various Entry Level Insurance job openings in Massachusetts as of July 2026, with employment types broken down into 87% Full Time, 11% Part Time, and 2% Contract. Highlights an 95% In-person, and 5% Remote job distribution, with an average salary of $63,061 per year, or $30.3 per hour.
Entry-Level Insurance Agent / Broker

Entry-Level Insurance Agent / Broker

Stephen W. Gersh Insurance Agency, Inc.

Marlborough, MA • On-site

$50K/yr

Full-time

Medical, Retirement, PTO

Re-posted 10 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.