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

TDS Telecom

Entry Level Sales Representative

Madison, WI · On-site

$100K/yr

At TDS Telecom , our Entry Level Sales Representatives are more than sellers-they're trusted ... Life Insurance * 401(k) Plan * Generous Vacation & Paid Sick Leave * Seven Paid National Holidays ...

Istate Truck Center

Entry Level Diesel Mechanic

Windsor, WI · On-site

$25.25 - $33.25/hr

Job Title: Entry-Level Diesel Mechanic Location: Madison, Wisconsin Company: I-State Truck Center I ... Pet insurance * Employee discounts on products and services * Employee Assistance Program (EAP ...

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Showing results 1-20

All 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 Jun 24, 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.

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 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 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 June 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.
Auto Claims Representative

Auto Claims Representative

Auto-Owners Insurance

Madison, WI • On-site

Full-time

Retirement, PTO

Posted 9 days ago

Auto-Owners Insurance rating

9.2

Company rating: 9.2 out of 10

Based on 34 frontline employees who took The Breakroom Quiz

18th of 261 rated insurance

Job description

A career at Auto-Owners is challenging and rewarding. Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs.
Job Description
We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team.
Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company's claims training program for the assigned line of insurance and requires the person to:
  • Investigate, evaluate, and settle entry-level insurance claims
  • Study insurance policies, endorsements, and forms to develop foundational knowledge on Company insurance products
  • Learn and comply with Company claim handling procedures
  • Develop entry-level claim negotiation and settlement skills
  • Build skills to effectively serve the needs of agents, insureds, and others
  • Meet and communicate with claimants, legal counsel, and third-parties
  • Develop specialized skills including but not limited to, estimating and use of designated computer-based programs for loss adjustment
  • Study, obtain, and maintain an adjuster's license(s), if required by statute within the timeline established by the Company or legal requirements

Desired Skills & Experience
  • Bachelor's degree or direct equivalent experience with property/casualty claims handling
  • Ability to organize data, multi-task and make decisions independently
  • Above average communication skills (written and verbal)
  • Ability to write reports and compose correspondence
  • Ability to resolve complex issues
  • Ability to maintain confidentially and data security
  • Ability to effectively deal with a diverse group individuals
  • Ability to accurately deal with mathematical problems, including, geometry (area and volume) and financial areas (such as accuracy in sums, unit costs, and the capacity to read and develop understanding of personal and business finance documents)
  • Ability to drive an automobile, possess a valid driver license, and maintain a driving record consistent with the Company's underwriting guidelines for coverage
  • Continually develop product knowledge through participation in approved educational programs

Benefits
Auto-Owners offers a wide range of career opportunities, and we are seeking talent that will help us continue our long tradition of success. We offer a friendly work environment, structured training program, employee mentoring and an excellent compensation/benefits package. Along with a competitive base salary, matched 401(k), fully-funded pension plan (once vested), and bonus programs, Auto-Owners also provides generous paid time off including holidays, vacation days, personal time, and sick leave. If you're looking to do rewarding work alongside great people, Auto-Owners is the place for you!
Equal Employment Opportunity
Auto-Owners Insurance is an equal opportunity employer. The Company hires, transfers, and promotes on the basis of ability, without consideration of disability, age, sex, race, color, religion, height, weight, marital status, sexual orientation, gender identity or national origin, or any factor contrary to federal, state or local law.
*Please note that the ability to work in the U.S. without current or future sponsorship is a requirement.
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