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Entry Level Insurance Sales Jobs in Wisconsin (NOW HIRING)

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 ...

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 ...

Entry Level Recruiter

Green Bay, WI · On-site

$35K - $46K/yr

Associate degree in business administration, human resources, sales or related field. * 1-2 years ... Company paid life insurance. * 401(k) savings plan with company match. * Paid time off and paid ...

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 ...

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Showing results 1-20

Entry Level Insurance Sales information

See Wisconsin salary details

$22.2K

$45.5K

$65.6K

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

As of Jul 15, 2026, the average yearly pay for entry level insurance sales in Wisconsin is $45,467.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,300.00 and $50,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Entry Level Insurance Sales representative, and why are they important?

To thrive as an Entry Level Insurance Sales representative, you need a high school diploma (or equivalent), basic sales knowledge, and an active state insurance license. Familiarity with CRM software, sales tracking tools, and online quoting systems is often required. Strong interpersonal skills, resilience, and persuasive communication help build client relationships and overcome objections. These skills and qualities are essential for meeting sales targets, ensuring regulatory compliance, and providing excellent customer service.

Why do so many insurance agents quit?

Many insurance agents quit due to the high-pressure sales environment, inconsistent income, and the need for strong interpersonal skills. The job often involves commission-based pay, which can lead to financial instability, especially for new agents building their client base. Additionally, the job requires persistence and ongoing training to succeed in a competitive market.

What are entry level positions in insurance?

Entry level insurance sales positions typically involve selling insurance policies such as life, health, or auto insurance under the supervision of experienced agents. These roles often require strong communication skills, basic knowledge of insurance products, and may involve obtaining relevant licenses or certifications. They provide foundational experience for a career in insurance sales and customer service.

What are some common challenges faced by entry-level insurance sales professionals, and how can they be overcome?

Entry-level insurance sales professionals often encounter challenges such as building a client base from scratch, handling rejections, and staying motivated in a commission-driven environment. To overcome these, it's helpful to actively network, seek mentorship from experienced colleagues, and consistently follow up with leads. Developing strong product knowledge and refining communication skills also boost confidence and credibility with potential clients. Many organizations offer training and support to help new agents succeed, so taking advantage of these resources is key.

What are entry level insurance sales jobs?

Entry level insurance sales jobs are positions designed for individuals who are new to the insurance industry and have little to no prior experience in sales. These roles typically involve helping clients understand and purchase various types of insurance policies, such as auto, home, life, or health insurance. Employees receive training in sales techniques, product knowledge, and regulatory requirements. The goal is to build strong customer relationships, meet sales targets, and grow a client base while learning the fundamentals of the insurance business.

What jobs pay 4000 a week without a degree?

Entry-level insurance sales positions can potentially pay $4,000 or more per week through commissions, especially for top performers in high-value markets. Success in such roles typically requires strong sales skills, persistence, and knowledge of insurance products, with earnings often based on commissions rather than fixed salaries.

Is entry level insurance sales hard?

Entry level insurance sales can be challenging as it requires developing sales skills, understanding insurance products, and building client relationships. Success often depends on communication abilities, persistence, and gaining industry knowledge through training and certifications. The role typically involves a commission-based structure and a learning curve for new agents.

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

AspectEntry Level Insurance SalesInsurance Agent
Required CredentialsBasic licensing, sales trainingLicensing, certifications, ongoing education
Work EnvironmentOffice, remote, or field salesOffice, client meetings, fieldwork
Employer & Industry UsageInsurance companies, agenciesIndependent agents, agencies, companies
Search & Comparison IntentEntry-level roles, sales trainingExperienced sales, licensing, career growth

Entry Level Insurance Sales typically refers to individuals starting in sales roles with basic licensing and training, often working under supervision. Insurance Agents usually have more experience, licensing, and may operate independently or own agencies. While both roles involve selling insurance products, the key differences lie in experience, independence, and responsibilities.

What are the most commonly searched types of Insurance Sales jobs in Wisconsin? The most popular types of Insurance Sales jobs in Wisconsin are:
What are popular job titles related to Entry Level Insurance Sales jobs in Wisconsin? For Entry Level Insurance Sales jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance Sales jobs in Wisconsin look for? The top searched job categories for Entry Level Insurance Sales jobs in Wisconsin are:
What cities in Wisconsin are hiring for Entry Level Insurance Sales jobs? Cities in Wisconsin with the most Entry Level Insurance Sales job openings:
Infographic showing various Entry Level Insurance Sales job openings in Wisconsin as of July 2026, with employment types broken down into 1% Locum Tenens, 84% Full Time, 13% Part Time, 1% Temporary, and 1% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $45,467 per year, or $21.9 per hour.

Entry Level Insurance Sales Rep

Kenosha Insurance

Kenosha, WI • On-site

$60K - $75K/yr

Full-time

Re-posted 3 days ago


Job description

Welcome to Kenosha Insurance, where we believe in nurturing talent and building bright futures right here in Kenosha, Wisconsin! We're looking for enthusiastic individuals eager to start their career in insurance sales. If you're passionate about connecting with people and have a knack for clear communication, this could be the perfect place for you. We offer a supportive environment where you'll receive comprehensive training to help you succeed. You won't just be selling policies; you'll be building trust and helping our community members protect what matters most to them. Imagine being part of a team that genuinely cares about your growth and success. At Kenosha Insurance, youll gain valuable experience, learn the ins and outs of the insurance world, and develop essential skills that will serve you throughout your career. Come grow with us and make a real difference!


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Work from Home

Flexible Schedule

Mon-Fri Schedule

Hands on Training

Tuition Reimbursement

Career Growth Opportunities


Responsibilities

Engage with potential clients to understand their insurance needs.

Learn about various insurance products and their benefits.

Assist licensed agents with client inquiries and administrative tasks.

Participate in training programs to develop sales and product knowledge.

Support the sales team in achieving departmental goals.

Handle initial customer interactions with a positive and helpful demeanor.


Requirements

High school diploma or equivalent required.

Strong communication and interpersonal skills.

A genuine interest in helping people and building relationships.

Willingness to learn and undergo training.

Basic computer proficiency.

Eligibility to obtain an insurance license upon hire.