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Entry Level Insurance Jobs in Madison, WI (NOW HIRING)

SPECTRUM

Entry Level Sales

Dodgeville, WI

$27K/yr

A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...

SPECTRUM

Entry Level Sales

Janesville, WI · On-site

$27K/yr

A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...

SPECTRUM

Entry Level Sales

Madison, WI · On-site

$27K/yr

A valid driver's license, car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience ...

UniFirst

Entry Level Sales Representative

Madison, WI · On-site

Individuals who drive their personal vehicles for business purposes will be required to comply with minimum auto insurance requirements per UniFirst's standards UniFirst is an equal opportunity ...

Kleinschmidt

Entry-Level Structural Engineer

Madison, WI · Hybrid

$65K - $86K/yr

Company Paid Short-Term Disability and Life Insurance * Paid Parental Leave * Tuition Assistance * Employee Ownership Kleinschmidt is an Equal Opportunity and Affirmative Action employer. It is our ...

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All JobsInsurance JobsEntry Level Insurance JobsEntry Level Insurance Jobs in Madison, WI

Entry Level Insurance information

See Madison, WI salary details

$19.4K

$57.1K

$99.5K

How much do entry level insurance jobs pay per year?

As of Jul 14, 2026, the average yearly pay for entry level insurance in Madison, WI is $57,075.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,410.00 and $72,820.00 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 Madison, WI? The most popular types of Insurance jobs in Madison, WI are:
What are popular job titles related to Entry Level Insurance jobs in Madison, WI? For Entry Level Insurance jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance jobs in Madison, WI look for? The top searched job categories for Entry Level Insurance jobs in Madison, WI are:
What cities near Madison, WI are hiring for Entry Level Insurance jobs? Cities near Madison, WI with the most Entry Level Insurance job openings:
Entry Level Insurance jobs near you
Infographic showing various Entry Level Insurance job openings in Madison, WI as of July 2026, with employment types broken down into 72% Full Time, 14% Part Time, and 14% Nights. Highlights an 100% In-person job distribution, with an average salary of $57,075 per year, or $27.4 per hour.
Traffic Engineer - Entry-level

Traffic Engineer - Entry-level

Ayres Associates Inc

Madison, WI

Full-time

Re-posted 10 days ago

Job description

Finding the right fit:

If you’re a recent civil engineering graduate with an interest in traffic and transportation or an early-career EIT looking to build real technical depth, this is the role for you. You’ll work alongside experienced engineers on projects that improve safety, mobility, and connectivity for communities across the country.

At Ayres, entry-level engineers aren’t just support staff, they’re contributors. You’ll be mentored closely, given increasing responsibility as you grow, and set up for a clear path toward your PE license.

Join Ayres – a USA TODAY Top Workplace recognized in both 2025 and 2026 – where people-first leadership, collaboration, and professional growth create an environment where great teams do their best work.

On any given day, you’ll:

  • Develop traffic engineering analysis and design skills under the guidance of licensed engineers
  • Support traffic studies, data collection, and operational analysis
  • Prepare engineering calculations, layouts, sketches, diagrams, and technical exhibits
  • Assist in developing plans and design documents for transportation and traffic projects
  • Use engineering and modeling software to help solve traffic and transportation challenges
  • Collaborate with project teams and contribute to on-time, on-budget delivery
  • Follow established project schedules, budgets, and quality standards

Required qualifications:

  • Bachelor’s degree in Civil Engineering; coursework or interest in transportation/traffic engineering is a plus
  • EIT certification (or eligibility and intent to sit for the FE exam)
  • Strong communication skills and a collaborative, team-oriented approach
  • Eagerness to learn, ask questions, and grow under mentorship
  • Ability to manage multiple tasks while staying attentive to detail

Desired skills and experiences – helpful but not required:

  • Internship or coursework in traffic engineering, transportation planning, or related areas
  • Familiarity with CAD software (AutoCAD, MicroStation, or similar)
  • Exposure to traffic analysis tools such as Synchro, HCS, or similar
  • Interest in pursuing PE licensure (we actively support this)

Benefits of being part of the Ayres team:

  • Health, dental, and vision Insurance.
  • Short and long-term disability and life insurance.
  • Employee stock ownership plan (ESOP) and 401K with company match.
  • PTO upon hire, paid holidays including two floating holidays, and a flexible work schedule.
  • Professional development opportunities.

Please note, benefits vary depending on job status. To learn more about our great benefits, visit our website at https://www.ayresassociates.com/careers/the-ayres-advantage/