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Insurance Sales Rep Jobs in Worcester, MA (NOW HIRING)

Molly Maid

Sales Representative

Maynard, MA · On-site

$40K - $65K/yr

General Purpose of the Sales Representative The Sales Representative is responsible for driving ... And... a COMPANY CAR during the workday so you don't have to put miles on yours (gas and insurance ...

Molly Maid

Sales Representative

Maynard, MA · On-site

$40K - $65K/yr

General Purpose of the Sales Representative The Sales Representative is responsible for driving ... And... a COMPANY CAR during the workday so you don't have to put miles on yours (gas and insurance ...

Slice Merchant Services

Be Seen First

B2B Sales Representative

Worcester, MA · On-site

$75K - $125K/yr (+ commission)

... Representative Program ever offered. Demonstrate your passion and sales skills by offering ... o Insurance Sales o Advertising Sales o Real Estate Sales o B2B / D2D Sales BELOW ARE A PLUS BUT ...

Nexera

Entry Level Remote Insurance Sales

Worcester, MA · Remote

$1.5K - $3.2K/wk

Access to 60+ insurance carriers -- independent model, never tied to one company * A step-by-step training system built specifically for new agents * Weekly pay on every closed sale Backgrounds that ...

OWL Services

Sales Representative

Worcester, MA · On-site

$65K - $75K/yr

The Sales Representative will develop, lead and execute sales strategies. The ideal candidate ... Disability & Occupational Accident Insurance * Company-Paid Life Insurance Policy * Employee ...

Trucordia

Insurance Producer (Sales)

Framingham, MA · On-site

$50K - $250K/yr

... represent a company that people want to work for and do business with. * We COLLABORATE ... insurance sales role * Proficiency with professional programs such as Microsoft Suite and ...

Trucordia

Insurance Producer (Sales)

Framingham, MA · On-site

$50K - $250K/yr

... represent a company that people want to work for and do business with. * We COLLABORATE ... insurance sales role * Proficiency with professional programs such as Microsoft Suite and ...

Trucordia

Insurance Producer (Sales)

Framingham, MA · On-site

$50K - $250K/yr

... represent a company that people want to work for and do business with. * We COLLABORATE ... insurance sales role * Proficiency with professional programs such as Microsoft Suite and ...

Pure Barre Westford

Sales Representative

Westford, MA · On-site

$17 - $20/hr

The Sales Representative also assists with retaining and providing unmated customer service to current members. Boutique fitness knowledge or experience is preferred, but not required.

Verizon

Verizon Sales Lead Representative

Waltham, MA

$55K - $160K/day

Verizon - Immediate Retail Sales Representative Needed Do you enjoy creating a delightful shopping ... Health insurance * Referral program * Employee discount * Paid training * Commission pay

Merrill Industries

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Outside Sales Representative

Worcester, MA · On-site

$50K - $60K/yr (+ commission)

Regional Corrugated Packaging Sales Representative (Regional area: Connecticut and Massachusetts) Regional Sales Representative Job Summary Our company seeks a Regional Sales Representative to sell ...

Power Home Remodeling

Sales Representative

Leominster, MA

$72K - $130K/yr (+ commission)

$3,900 Sign-on Bonus* Sales Representative Power is where hustle meets purpose. It's where ... Full medical, dental, life, and disability insurance plans that can be tailored to you and your ...

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Showing results 1-20

All JobsInsurance Sales Rep JobsInsurance Sales Rep Jobs in Worcester, MA

Insurance Sales Rep information

See Worcester, MA salary details

$24.9K

$78.3K

$140.7K

How much do insurance sales rep jobs pay per year?

As of Sep 7, 2026, the average yearly pay for insurance sales rep in Worcester, MA is $78,346.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,900.00 and $111,300.00 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 near Worcester, MA are hiring for Insurance Sales Rep jobs?

Cities near Worcester, MA with the most Insurance Sales Rep job openings:

Insurance Sales Rep jobs near you
Infographic showing various Insurance Sales Rep job openings in Worcester, MA as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 20% Part Time, and 6% Contract. Highlights an 87% Physical, 1% Hybrid, and 12% Remote job distribution, with an average salary of $78,234 per year, or $37.6 per hour.

Insurance Sales Representative

Anastasi Insurance Agency Inc

Charlton City, MA • On-site

$37K - $65K/yr

Full-time

Life, Retirement, PTO

Posted 28 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 youll 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. Youll 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 youre competitive, coachable, and motivated by long-term income growth, this is an excellent opportunity to build a successful career in commercial insurance sales.


Benefits

Annual Base Salary + Commission + Bonus Opportunities

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


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 (Bachelors 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