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

SPECTRUM

Entry Level Sales

Dodgeville, WI

$27K/yr

... car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience Skills * Success in a ...

SPECTRUM

Entry Level Sales

Madison, WI

$27K/yr

... car insurance, a satisfactory driving record, and the use of a reliable personal vehicle Preferred Qualifications Experience * 2+ years sales or relevant work experience Skills * Success in a ...

Kleinschmidt

Entry-Level Structural Engineer

Madison, WI · Hybrid

$65K - $86K/yr

This position requires three days in-office. Salary: $65,000 - $86,000/year (based on experience ... Paid Time Off * Company Paid Short-Term Disability and Life Insurance * Paid Parental Leave

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Showing results 21-40

All JobsIn Insurance JobsEntry Level In Insurance JobsEntry Level In Insurance Jobs in Madison, WI

Entry Level In Insurance information

See Madison, WI salary details

$29.7K

$49.2K

$62K

How much do entry level in insurance jobs pay per year?

As of Sep 14, 2026, the average yearly pay for entry level in insurance in Madison, WI is $49,184.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,300.00 and $53,400.00 per year, depending on experience, location, and employer.

What is the difference between Entry Level In Insurance vs Insurance Agent?

AspectEntry Level In InsuranceInsurance Agent
Required CredentialsHigh school diploma or equivalent; licensing varies by stateHigh school diploma; licensing required
Work EnvironmentOffice settings, customer service, administrative tasksFieldwork, client meetings, sales
Employer & Industry UsageInsurance companies, agencies, brokersInsurance agencies, independent agencies, direct sales
Common Search & ComparisonEntry level roles, beginner insurance jobsSales roles, insurance careers, licensing

Entry Level In Insurance typically refers to beginner roles within insurance companies or agencies, focusing on administrative or support tasks. Insurance Agents are sales professionals who sell insurance policies and require licensing. While both roles may require similar credentials, Insurance Agents are more client-facing and sales-oriented, whereas Entry Level In Insurance positions often serve as stepping stones into the industry.

How to get a job in insurance with no experience?

Entry-level insurance jobs often require minimal experience and focus on customer service, communication, and basic computer skills. Candidates can improve their chances by obtaining relevant certifications such as the Property and Casualty license and demonstrating a willingness to learn. Internships or volunteering can also provide valuable industry exposure and help build a professional network.

What is an entry level insurance agent?

An entry level insurance agent is a professional who sells insurance policies to clients, often starting with basic training and licensing requirements. They typically work under supervision, develop sales skills, and may need to obtain state licensing before working independently.

What are popular job titles related to Entry Level In Insurance jobs in Madison, WI?

For Entry Level In Insurance jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Entry Level In Insurance jobs in Madison, WI look for?

The top searched job categories for Entry Level In Insurance jobs in Madison, WI are:

What cities near Madison, WI are hiring for Entry Level In Insurance jobs?

Cities near Madison, WI with the most Entry Level In Insurance job openings:

Entry Level In Insurance jobs near you
Infographic showing various Entry Level In Insurance job openings in Madison, WI as of September 2026, with employment types broken down into 83% Full Time, 15% Part Time, and 2% Contract. Highlights an 96% In-person, 2% Hybrid, and 2% Remote job distribution, with an average salary of $49,184 per year, or $23.6 per hour.

Entry Level Outside Sales Trainee - Central

Madison, WI • On-site

The Reynolds and Reynolds Company
Computer and Computer Peripheral Equipment and Software Wholesalers • 1 - 5K employees
Learn more about The Reynolds and Reynolds Companyexternal

$60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 12 days ago

Reynolds and Reynolds rating

8.1

Company rating: 8.1 out of 10

Based on 47 frontline employees who took The Breakroom Quiz

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

Reynolds and Reynolds logo

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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