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Trainee Insurance Jobs in Boston, MA (NOW HIRING)

GEICO

Auto Damage Trainee (Field)

Boston, MA · On-site +1

Your Impact at GEICO As a Field Auto Damage Trainee, you'll provide reassurance and solutions that ... Consult with involved parties, review insurance contracts, inspect vehicles, write estimates, and ...

Ryder

Rental Sales Management Trainee

Norton, MA

As a Rental Sales Management Trainee, you'll be part of a dynamic team, equipped to succeed and ... insurance and disability insurance options, as well as paid time off for vacation, illness ...

Hilti

Account Manager Trainee

Everett, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Cambridge, MA

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

HILTI

Account Manager Trainee

Boston, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Malden, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Somerville, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Revere, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Boston, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Jamaica Plain, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Chelsea, MA

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

South Boston, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

Hilti

Account Manager Trainee

Winthrop, MA · On-site

$51K - $53K/yr

What's In It for You Our Account Manager Trainees earn between $51,000 - $53,000 base with an 11.5% ... You'll get great benefits including Medical and Dental insurance, generous Paid Time Off (including ...

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Showing results 21-40

All JobsInsurance JobsTrainee Insurance JobsTrainee Insurance Jobs in Boston, MA

Trainee Insurance information

See Boston, MA salary details

$27.7K

$47.3K

$69K

How much do trainee insurance jobs pay per year?

As of Aug 6, 2026, the average yearly pay for trainee insurance in Boston, MA is $47,292.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,900.00 and $55,400.00 per year, depending on experience, location, and employer.

What does a trainee insurance do?

A trainee insurance role typically involves learning the fundamentals of the insurance industry, including understanding different types of insurance policies, risk assessment, and customer service. Trainees often assist senior staff with policy administration, claims processing, and underwriting tasks. The position is designed to provide hands-on experience and training, allowing individuals to develop the skills needed for a successful career in insurance. Over time, trainees may have opportunities to specialize in areas like sales, claims, or underwriting, depending on their interests and company needs.

What are the key skills and qualifications needed to thrive as a trainee insurance professional?

To thrive as a Trainee Insurance professional, you need a basic understanding of insurance principles, analytical skills, and a relevant educational background such as a degree in finance, business, or economics. Familiarity with insurance software, CRM systems, and potentially industry certifications like CII (Chartered Insurance Institute) is advantageous. Strong communication, attention to detail, and a customer-focused mindset are standout soft skills in this role. These abilities are crucial for accurately assessing risk, building client trust, and ensuring efficient and compliant insurance operations.

What are some common challenges faced by trainee insurance professionals during their first year on the job?

Trainee insurance professionals often encounter challenges such as grasping complex policy details, adapting to regulatory requirements, and building effective communication skills with clients. Balancing administrative responsibilities with learning about different insurance products can also be demanding. However, with mentorship and on-the-job training, trainees gradually develop the confidence and expertise needed to succeed in the industry.

What is the difference between Trainee Insurance vs Insurance Agent?

AspectTrainee InsuranceInsurance Agent
Required CredentialsTypically no formal license, on-the-job trainingLicensed, often requires certification
Work EnvironmentTraining programs, supervised learningClient-facing, sales-focused
Employer & Industry UsageInsurance companies, training rolesInsurance agencies, sales roles

In summary, a Trainee Insurance is an entry-level position focused on learning and training within the insurance industry, often without requiring a license. An Insurance Agent, however, is a licensed professional responsible for selling insurance policies and advising clients. The trainee role is a stepping stone toward becoming a licensed insurance agent.

What are the most commonly searched types of Insurance jobs in Boston, MA? The most popular types of Insurance jobs in Boston, MA are:
Trainee Insurance jobs near you
Infographic showing various Trainee Insurance job openings in Boston, MA as of August 2026, with employment types broken down into 96% Full Time, and 4% Part Time. Highlights an 96% In-person, and 4% Remote job distribution, with an average salary of $47,292 per year, or $22.7 per hour.

Auto Damage Trainee (Field)

GEICO

Boston, MA • On-site, Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 13 days ago

GEICO rating

8.0

Company rating: 8.0 out of 10

Based on 359 frontline employees who took The Breakroom Quiz

163rd of 301 rated insurance

Job description

Why Join GEICO?
At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.
Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.
Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. When you join our company, we want you to feel valued, supported, and proud to work here. That's why we offer the GEICO Pledge: Great Company, Great Culture, Great Rewards, and Great Careers.
Please note: This is not a remote role; you will be required to work in the territory listed on the job posting.
Your Impact at GEICO
As a Field Auto Damage Trainee, you'll provide reassurance and solutions that make a difference in our customers' lives when they need us the most after an accident. You will inspect and assess vehicle damage, estimate vehicle repair costs, negotiate equitable settlements, and partner with body shops, rental companies, and parts providers.
What Makes This Opportunity Exciting?
  • Compensation & Incentives:
    • Starting pay rate varies based upon position and location. Ask your Recruiter for details!
    • Bonuses: $1,500 sign-on for licensed candidates.
  • Benefits:
    • Health and wellness benefits starting Day 1 (medical, dental, vision, flexible spending accounts and more).
    • Accrue Paid Time Off immediately, plus 13 paid holidays annually (8 fixed, 5 floating).
    • 401(k) with up to 6% match, vested immediately.
    • GEICO Strive, upfront tuition assistance program (up to $5,250 annually).
  • Professional Growth:
    • Licensing and continuing education at no cost, including hundreds of eLearning courses to enhance your skills.
    • GEICO's industry-leading paid trainee program includes 3 weeks of required hands-on experience at our Ashburn, VA training facility. In addition, 2 weeks in a field training center (NY, TX, CA), with mentors to help you learn and grow.
  • Field Territory:
    • GEICO Fleet vehicle assigned and responsible for the Boston, MA area.

HowYou'llMake a Difference
  • Customer Interaction: Consult with involved parties, review insurance contracts, inspect vehicles, write estimates, and manage rental cars.
  • Problem Resolution:Resolve customer concerns, ensuring a positive experience.
  • Meaningful Impact: Drive customer satisfaction through meaningful interactions.

WhatWe'reLooking For
  • Experience & Qualifications:
    • Customer-facing experience preferred.
    • Experience in high-volume call centers with KPIs (Key Performance Indicators) and measurable goals preferred.
    • Active Adjusters license preferred (training and exam fees provided).
    • High School Diploma or GED required; College degree preferred.
    • Valid driver's license that meets company underwriting guidelines required.
  • Core Skills:
    • Strong customer service, interpersonal, problem-solving, and empathy skills.
    • Adaptable, detail-oriented, and able to prioritize and multitask across platforms.
  • Availability:
    • Available to work evenings, weekends, and holidays.

Annual Salary
$32.05 - $50.36
The above annual salary range is a general guideline. Multiple factors are taken into consideration to arrive at the final hourly rate/ annual salary to be offered to the selected candidate. Factors include, but are not limited to, the scope and responsibilities of the role, the selected candidate's work experience, education and training, the work location as well as market and business considerations.
At this time, GEICO will not sponsor a new applicant for employment authorization for this position.
The GEICO Pledge:
Great Company: Protecting customers through life's twists and turns with innovation and integrity.
Great Careers:Personalized development programs, mentorship, and certification assistance.
Great Culture:Inclusive and collaborative culture rooted in shared success.
Great Rewards:Competitive pay, benefits, and flexibility to support your well-being and future.
The equal employment opportunity policy of the GEICO Companies provides for a fair and equal employment opportunity for all associates and job applicants regardless of race, color, religious creed, national origin, ancestry, age, gender, pregnancy, sexual orientation, gender identity, marital status, familial status, disability or genetic information, in compliance with applicable federal, state and local law. GEICO hires and promotes individuals solely on the basis of their qualifications for the job to be filled.
GEICO reasonably accommodates qualified individuals with disabilities to enable them to receive equal employment opportunity and/or perform the essential functions of the job, unless the accommodation would impose an undue hardship to the Company. This applies to all applicants and associates. GEICO also provides a work environment in which each associate is able to be productive and work to the best of their ability. We do not condone or tolerate an atmosphere of intimidation or harassment. We expect and require the cooperation of all associates in maintaining an atmosphere free from discrimination and harassment with mutual respect by and for all associates and applicants.

What GEICO employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

GEICO logo

About GEICO

Sourced by ZipRecruiter

GEICO is built on ingenuity, perseverance, innovation, resilience, and hard, honest work. From its humble beginnings in the midst of the Great Depression to its current place as one of the most successful companies in the nation, GEICO represents a quintessential American success story. At GEICO, we love that our associates are proud goal-seekers, and that's why we believe in celebrating their milestones and rewarding their achievements. Throughout the year we reward performance and accomplishments, host programs that recognize personal successes, and acknowledge innovation, service, and leadership.

Industry

Insurance services

Company size

10,000+ Employees

Headquarters location

Chevy Chase, MD, US

Year founded

1936

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