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Insurance Sales Rep Jobs in Massachusetts (NOW HIRING)

Globe Life

Life Insurance Sales Representative

Salem, MA · On-site +1

... insurance reimbursement program Your responsibilities: * Meet with clients over Zoom or by phone * Present benefit and protection options * Help secure families' financial futures * Close sales and ...

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Insurance Sales Rep information

See Massachusetts salary details

$27.3K

$85.8K

$154K

How much do insurance sales rep jobs pay per year?

As of Sep 12, 2026, the average yearly pay for insurance sales rep in Massachusetts is $85,750.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,100.00 and $121,800.00 per year, depending on experience, location, and employer.

What does an insurance sales rep do?

An Insurance Sales Representative sells insurance policies to individuals or businesses, helping clients choose coverage that best fits their needs. They explain various insurance products, answer questions about coverage, and assist with policy applications. Insurance Sales Reps also help clients make changes to their policies, process renewals, and file claims. Their goal is to ensure customers are adequately protected while meeting sales targets set by their employer.

What are the key skills and qualifications needed to thrive as an insurance sales rep?

To thrive as an Insurance Sales Representative, you need a solid understanding of insurance products, sales techniques, and typically a state-issued insurance license. Familiarity with customer relationship management (CRM) software and quoting platforms is important for managing leads and processing applications. Strong interpersonal skills, active listening, and persuasive communication help build trust and close sales with clients. These skills ensure you can effectively match clients with appropriate coverage, meet sales targets, and build lasting client relationships in a competitive market.

What are some common challenges faced by insurance sales reps, and how can they be overcome?

Insurance Sales Reps often encounter challenges such as meeting sales targets, overcoming client objections, and building a reliable client base. Success in this role typically requires perseverance, excellent communication skills, and the ability to educate clients about complex insurance products. Regular follow-up, leveraging CRM tools, and seeking mentorship from experienced colleagues can help new reps build confidence and improve their sales techniques. Additionally, staying updated on industry trends and continuously improving product knowledge can make it easier to address customer concerns effectively.

Is it hard to make money in insurance sales?

Insurance sales representatives can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potential increasing as experience and sales volume grow.

What type of insurance sales rep pays the most?

In insurance sales, those specializing in high-net-worth clients or commercial insurance often earn the highest commissions and salaries. Experienced agents with strong sales skills, industry certifications, and a focus on complex policies tend to have higher earning potential compared to those selling standard personal lines insurance.

Why do most insurance sales representatives quit?

Many insurance sales representatives quit due to high rejection rates, inconsistent income, and the pressure to meet sales targets. The job often requires strong communication skills, self-motivation, and resilience, which can be challenging over time. Additionally, the commission-based pay structure can lead to financial instability, prompting some to leave the profession.

What cities in Massachusetts are hiring for Insurance Sales Rep jobs?

Cities in Massachusetts with the most Insurance Sales Rep job openings:

Insurance Sales Rep jobs near you
Infographic showing various Insurance Sales Rep job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 21% Part Time, 1% Temporary, 6% Contract, and 1% Nights. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $85,750 per year, or $41.2 per hour.

Insurance Sales Representative

Charlton City, MA • On-site

Anastasi Insurance Agency Inc
Insurance Services • 1 - 10 employees
Learn more about Anastasi Insurance Agency Incexternal

$37K - $65K/yr

Full-time

Medical, Life, Retirement, PTO

Re-posted 3 days ago

Job description

Launch a high-income career in Property Casualty Insurance with a $37,440 base salary plus advanced commissions based on your potential. Our compensation plan ensures you’ll earn at least $75,000 to $95,000 in your first year, with top performers on track for $300,000–$400,000 W-2 income within 6 years.


This role is in-office for the first 90 days to provide hands-on training and support. You’ll learn our proven sales process from experienced producers, and join senior producers in client meetings as you build your book of business.


We provide a customized training plan based on your experience, with the opportunity to earn CRIS, TRIP, or CIC designations.


Plus our unique employment agreement provides for lucrative equity accumulation and potential to join the agency as a partner/owner


If you’re competitive, coachable, and motivated by long-term income growth, this is an excellent opportunity to build a successful career in commercial insurance sales.

Responsibilities
  • Develop and maintain a pipeline of prospective commercial clients, with a focus on transportation and construction businesses.
  • Consult with business owners to assess their insurance needs and provide tailored coverage solutions.
  • Collaborate with our experienced account managers to ensure top-tier service for your clients.
  • Stay informed on industry trends, coverage options, and market opportunities.
  • Follow a proven sales system designed for long-term success.
Requirements

Education Experience:

  • High school diploma or equivalent (Bachelor’s degree preferred)
  • 2+ years of sales or insurance industry experience preferred (but we will train the right candidate)
  • Licensing: Must have or be willing to obtain a Property Casualty Insurance license - we will cover all licensing costs

Skills Traits:

  • Strong communication and negotiation skills
  • Self-motivated, goal-oriented, and disciplined
  • Willingness to learn and follow a structured sales system
  • Ability to build relationships and provide excellent customer service

Industry Focus: Interest in working with businesses that pay $50,000 – $1,000,000 annually in premiums

Benefits
Paid Time Off (PTO)###Work from Home###Health Insurance###Life Insurance###Parental Leave###Hands on Training###Mon-Fri Schedule###Career Growth Opportunities###Retirement Plan###Evenings Off###Flexible Schedule###Disability Insurance###Fun & Friendly Co-workers###Bonus Opportunities###We Help With Getting Licensed###In Office For The First 90 Days###