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Insurance Agent Jobs in Milton, MA (NOW HIRING)

AAA Northeast

Insurance Sales Agent (59818)

Saugus, MA · On-site

$26 - $31.50/hr

As a Field Insurance Agent, you will acquire the necessary knowledge to achieve licensing in Personal Lines, with all training and costs covered by AAA Northeast. Once licensed, you will sell ...

AAA Northeast

Insurance Sales Agent (58239)

Newton, MA · On-site

$27.25 - $30.15/mo

As a Field Insurance Agent, you will acquire the necessary knowledge to achieve licensing in Personal Lines, with all training and costs covered by AAA Northeast. Once licensed, you will sell ...

Kimbrell Agency

Life Insurance Agent

Roslindale, MA · Remote

$50K - $100K/yr

The Problem with Most Insurance Jobs: Let's be real--most agencies are desperate to hire anyone ... No leader can give everything it takes to help an agent succeed when they're bringing on anyone who ...

Camesi Agency

Remote Insurance Agent

Boston, MA · Remote

$80K - $120K/yr

Present clear, easy-to-understand life and health insurance solutions tailored to client needs. * Build and maintain client relationships through timely follow-up, education, and ongoing service.

HMG Careers

Remote Insurance Agent

Brockton, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Insurance Agent

Chelsea, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Showing results 1-20

All JobsInsurance Agent JobsInsurance Agent Jobs in Milton, MA

Insurance Agent information

See Milton, MA salary details

$27.1K

$70.5K

$131.7K

How much do insurance agent jobs pay per year?

As of Aug 30, 2026, the average yearly pay for insurance agent in Milton, MA is $70,481.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,200.00 and $83,500.00 per year, depending on experience, location, and employer.

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

To thrive as an Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant regulations, often supported by a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help agents build trust and effectively address client needs. These competencies are vital for meeting sales targets, ensuring compliance, and maintaining long-term client relationships.

What are some common challenges insurance agents face when building their client base, and how can they overcome them?

Insurance Agents often encounter challenges such as establishing trust with new clients, differentiating themselves in a competitive market, and managing client rejections. To overcome these obstacles, agents typically focus on building strong relationships through personalized service, maintaining up-to-date product knowledge, and leveraging networking opportunities. Successful agents also use digital marketing tools and referrals to expand their reach and consistently follow up with prospects to nurture long-term relationships.

What is the difference between Insurance Agent vs Insurance Broker?

AspectInsurance AgentInsurance Broker
CredentialsLicensed to sell policies for specific insurance companiesLicensed to represent multiple insurance companies and offer a variety of policies
Work EnvironmentTypically employed by an insurance company or agencyWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageInsurance companies, agenciesBrokerage firms, independent agencies
Search & Comparison IntentLooking for agents to buy policies from specific insurersSeeking brokers who can compare policies across multiple insurers

While both Insurance Agents and Insurance Brokers assist clients with insurance policies, agents usually represent a single insurer, whereas brokers work independently to compare options across multiple companies. Understanding these differences helps you choose the right professional for your insurance needs.

Is an insurance agent a good career?

An insurance agent is a sales professional who helps clients select insurance policies and provides ongoing service. The career offers flexible hours, commission-based income, and requires strong communication and sales skills, with success often dependent on building a client base and obtaining relevant licenses. It can be a stable and rewarding career for those interested in finance and customer service.

Is it hard to make money as an insurance agent?

Making money as an insurance agent can vary based on experience, sales skills, and the ability to build a client base. Income often depends on commissions from policies sold, and success typically requires persistence, networking, and product knowledge. Some agents earn substantial income, while others may find it challenging initially.
More about Insurance Agent jobs

What cities near Milton, MA are hiring for Insurance Agent jobs?

Cities near Milton, MA with the most Insurance Agent job openings:

Insurance Agent jobs near you
Infographic showing various Insurance Agent job openings in Milton, MA as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 19% Part Time, and 6% Contract. Highlights an 85% Physical, 2% Hybrid, and 13% Remote job distribution, with an average salary of $70,481 per year, or $33.9 per hour.

Insurance Agent

Allstate Insurance Agency - Cara Benjamin

Bellingham, MA • On-site

Full-time

PTO

Re-posted 3 days ago

Job description

Benefits:
  • Retirment Plan
  • Bonus based on performance
  • Competitive salary
  • Opportunity for advancement
  • Paid time off
  • Training & development

As an Insurance Agent, you will help grow a local Allstate agency by engaging new prospects and building strong relationships in the community. You will apply insurance knowledge and sales skills to increase the customer’s understanding of the value of insurance and cultivate long-term relationships with trusted advice.
Responsibilities
  • Achieve sales goals through generating new business and cross-selling existing customers
  • Identify and qualify sales leads generated from a variety of sources
  • Help protect customers by offering Allstate products that will meet their needs
  • Provide a positive customer experience
Job Qualifications
  • Property & Casualty license required. 
  • Insurance sales experience preferred.
  • Confident, motivated individual who works well independently
  • Able to multi-task, follow through, and follow-up
  • Have excellent verbal and written communication skills

Agency may include:
  • Comprehensive on-the-job training
  • Get paid to learn!
  • Uncapped commission
  • Additional bonus promotions offered
  • Leads may be provided
  • Continuous learning and development courses, available through Allstate University
  • Positive work environment
  • Advancement opportunities

Disclosure: Each agency is different in how their staff, book of business, sales process, and compensation is structured. Compensation is typically offered as base plus commission and will depend on the agency and your experience. Actual benefits offered will vary per agency and may not include the benefits listed above.
Good Work. Good Life. Good Hands®
The world isn't standing still, and neither is Allstate. We're moving quickly, looking across our businesses and brands, and taking bold steps to serve our customers' evolving needs better. That's why now is an exciting time to join our team. As a leader in a corporation with 83,000 employees and agency force members, you'll have a hand in transforming not only Allstate but a dynamic industry. You'll have opportunities to take risks, challenge the status quo, and shape the future for the greater good.
Everything we do at Allstate is driven by a shared purpose: to protect people from life's uncertainties so they can realize their hopes and dreams. For 89 years, we've thrived by staying a step ahead of whatever's coming next – to give customers peace of mind no matter what changes they face. We are the Good Hands. We don't follow the trends. We set them.
The Sales Professional opportunity is not an employment opportunity directly with Allstate Insurance Company, but employment as a staff with Allstate Exclusive Agents who are independent contractors. ©2021 Allstate Insurance Co.