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Entry Level Insurance Jobs in Springfield, MA (NOW HIRING)

Salas O'Brien

Entry-level Civil Engineer

Bloomfield, CT · On-site

$75K - $80K/yr

Medical, dental, and vision insurance * 401(k) with company match * Paid time off and company holidays * Wellness programs and employee assistance resources * Professional development support For ...

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All JobsInsurance JobsEntry Level Insurance JobsEntry Level Insurance Jobs in Springfield, MA

Entry Level Insurance information

See Springfield, MA salary details

$20.3K

$59.6K

$103.8K

How much do entry level insurance jobs pay per year?

As of Jul 18, 2026, the average yearly pay for entry level insurance in Springfield, MA is $59,551.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,990.00 and $75,980.00 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 Springfield, MA? The most popular types of Insurance jobs in Springfield, MA are:
What are popular job titles related to Entry Level Insurance jobs in Springfield, MA? For Entry Level Insurance jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance jobs in Springfield, MA look for? The top searched job categories for Entry Level Insurance jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Entry Level Insurance jobs? Cities near Springfield, MA with the most Entry Level Insurance job openings:
Entry Level Insurance jobs near you
Entry Level Outside Sales Trainee - Northeast

Entry Level Outside Sales Trainee - Northeast

The Reynolds and Reynolds Company

Hartford, CT • On-site

$60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 16 days ago

Reynolds and Reynolds rating

8.1

Company rating: 8.1 out of 10

Based on 44 frontline employees who took The Breakroom Quiz

95th of 209 rated software companies

Job description

Position Description
Reynolds and Reynolds is seeking motivated and hard-working Entry Level Outside Sales Trainees to join our growing team. As an Entry Level Outside Sales Trainee, you will enroll in our 12 month sales training program. This program is comprised of both field based and classroom style training. The classroom training is located at our award winning Reynolds University in Dayton, OH. You will complete courses covering a variety of topics, including dealership operations, sales techniques, and negotiation skills. For the field based sales training, you will be working with your assigned Sales Mentor in their territory, observing the sales process and assisting them on their calls. You will also be given the opportunity to travel with our customer service and installation teams to enhance your knowledge of our products. During the 12 months of training, you can expect to travel, with overnight hotel stays, 80-100% of the time.
Once you complete the training program, you will relocate to an assigned territory and become a Sales Professional. Relocation assistance to this new territory will be provided by the company. You will then be responsible for achieving designated monthly and annual quotas by selling an assigned set of Reynolds products and services. Our products and services are specifically targeted to the automotive industry and include high-end software solutions, marketing services, printed business forms and promotional products. As a Sales Professional, you will sell to both new and existing customers in your assigned territory.
#LI-Remote
Requirements
Must have a valid driver's license, with fewer than 2 moving violations in the last three years and no OVI/DUI/DWI violations in the last five years; Bachelor's degree; Good time management skills; Ability to build strong customer relationships; Excellent oral and written communication skills; Ability to travel (overnight) 80-100% during training; Willing to relocate after successful completion of the training program
Benefits
We strive to offer an environment that provides our associates with the right balance between work and family. We offer a comprehensive benefits package including:
- Medical, dental, vision, life insurance, and a health savings account
- 401(k) with up to 6% matching
- Company car for business and personal use
- Professional development and training
- Promotion from within
- Paid vacation and sick days
- Eight paid holidays
- Referral bonuses
Reynolds and Reynolds promotes a healthy lifestyle by providing a non-smoking environment. Reynolds and Reynolds is an equal opportunity employer.

What Reynolds and Reynolds employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

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About Reynolds and Reynolds

Sourced by ZipRecruiter

Reynolds and Reynolds develops and supports software for automotive retailers. We feature the industry’s only Retail Management System. This platform gives dealers a choice in dealership management systems (DMS) — ERA-IGNITE or POWER — along with retailing tools built to work together to streamline dealership operations and to improve customer satisfaction with the dealership. We also manufacture and distribute business forms and promotional items. Our products help dealers reduce compliance risk, brand their dealership, increase efficiency, and simplify administrative processes. Our associates are the key to our success. We wouldn’t be the leader in the automotive industry without them. We foster an environment that allows associates to grow professionally through engaging work and promotion from within.

Industry

Computer and computer peripheral equipment and software wholesalers

Company size

1,001 - 5,000 Employees

Headquarters location

Dayton, OH, US

Year founded

1866

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