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Entry Level Insurance Sales Representative Jobs in Wisconsin

Entry Level Insurance Service Rep

Racine, WI · On-site

$37K - $51K/yr

To keep up with growing demand, we are seeking an Entry-Level Insurance Service Advisor to join our ... Work with fellow service and sales team members to create and process renewal paperwork.

To keep up with growing demand, we are seeking an Entry-Level Insurance Service Advisor to join our ... Work with fellow service and sales team members to create and process renewal paperwork.

Entry Level Insurance Service Rep

Racine, WI · On-site

$37K - $51K/yr

To keep up with growing demand, we are seeking an Entry-Level Insurance Service Advisor to join our ... Work with fellow service and sales team members to create and process renewal paperwork.

... insurance needs, recommend solutions, build community partnerships, and grow a book of business throughout Wisconsin. Successful agents come from a variety of backgrounds, including sales, customer ...

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Be Seen First

Entry Level Sales Representative Ambesa Sales Group | Green Bay, WI | Full-Time | In-Person Build Your Career. Develop Your Leadership. Grow With Us. In a world of automated ads and crowded inboxes ...

Be Seen First

Entry Level Sales Representative Ambesa Sales Group | Green Bay, WI | Full-Time | In-Person Build Your Career. Develop Your Leadership. Grow With Us. In a world of automated ads and crowded inboxes ...

WI · On-site

Ludington, United States | Posted on 08/13/2026 We are an independent insurance agency seeking Insurance Sales Representative (Remote) to work with individuals and families who have requested ...

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Showing results 1-20

Entry Level Insurance Sales Representative information

See Wisconsin salary details

$29.3K

$64K

$100.9K

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

As of Sep 14, 2026, the average yearly pay for entry level insurance sales representative in Wisconsin is $64,038.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,400.00 and $76,200.00 per year, depending on experience, location, and employer.

What does an entry level insurance sales representative do?

An Entry Level Insurance Sales Representative is responsible for selling insurance policies to new and existing clients. They explain different types of insurance coverage, assess customer needs, provide quotes, and help clients choose the best policies for their circumstances. This role typically involves reaching out to potential customers, maintaining relationships, and meeting sales targets. Entry-level representatives often receive training and work under the guidance of more experienced agents.

What are the key skills and qualifications needed to thrive as an entry level insurance sales representative?

To thrive as an Entry Level Insurance Sales Representative, you need a basic understanding of insurance products, sales principles, and often a high school diploma or equivalent. Familiarity with CRM software, quoting tools, and state insurance licensing is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejection effectively. These skills and qualifications are crucial for meeting sales targets, ensuring compliance, and providing excellent customer service in a competitive industry.

What are some common challenges faced by entry level insurance sales representatives, and how can they overcome them?

Entry level insurance sales representatives often encounter challenges such as building a client base from scratch, handling initial rejections, and learning complex product offerings. To overcome these, successful representatives focus on consistent networking, leveraging mentorship from experienced colleagues, and participating in ongoing training programs provided by their company. Building strong communication skills and maintaining resilience are also key to turning early obstacles into long-term growth opportunities.

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

AspectEntry Level Insurance Sales RepresentativeInsurance Agent
Required CredentialsTypically no licensing required initially; licensing needed to sell policiesMust obtain state licensing and certifications to sell insurance
Work EnvironmentOffice, call centers, or remote; sales-focusedAgency offices, independent or company-owned
Employer & Industry UsageEntry-level role in insurance companies or agenciesLicensed professional selling insurance policies
Search & Comparison IntentEntry level, beginner, sales roleLicensed, experienced, sales professional

In summary, an Entry Level Insurance Sales Representative is typically an entry-level role requiring minimal initial licensing, focusing on prospecting and sales support. An Insurance Agent, however, is a licensed professional authorized to sell insurance policies, often with more experience and responsibility. Both roles are integral to the insurance industry but differ mainly in licensing requirements and experience level.

Is entry level insurance sales hard?

Entry level insurance sales representatives often face challenges such as building client relationships, understanding insurance products, and meeting sales targets. Success typically requires strong communication skills, product knowledge, and persistence, but the role can be manageable with training and experience.

What cities in Wisconsin are hiring for Entry Level Insurance Sales Representative jobs?

Cities in Wisconsin with the most Entry Level Insurance Sales Representative job openings:

Infographic showing various Entry Level Insurance Sales Representative job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 84% Physical, 1% Hybrid, and 15% Remote job distribution, with an average salary of $64,038 per year, or $30.8 per hour.

Insurance Sales Representative

Sheboygan, WI • On-site

$85K/yr (+ commission)

Full-time

Posted 4 days ago


Job description

Insurance Agent 

Build a career helping Wisconsin families, farms, and businesses protect what matters most. Rural Mutual Insurance is seeking motivated individuals to build relationships, serve their communities, and grow a successful insurance business. Insurance experience is welcome but not required. Through our financed agent program, we provide salary support, licensing assistance, coaching, and the tools needed to succeed. 

As an Insurance Agent, you'll develop customer relationships, identify insurance needs, recommend solutions, build community partnerships, and grow a book of business throughout Wisconsin. Successful agents come from a variety of backgrounds, including sales, customer service, education, agriculture, banking, healthcare, military service, and business ownership. 

We invest in your success from day one through a base salary, commissions, bonus opportunities, training, and ongoing coaching. Agents meeting performance expectations generally earn between $75,000 and $85,000 in their first year. As Wisconsin's local insurance company for more than 90 years, Rural Mutual offers the community connections, underwriting support, and trusted reputation that help agents build lasting relationships and long-term careers. 

Interested but not sure if an insurance career is right for you? We'd welcome the opportunity to connect. Rural Mutual district managers are available to discuss the role, answer questions, and help you determine whether this opportunity aligns with your career goals. 

Compensation:

$48,000 - $85,000 Base Salary PLUS Commissions and Bonuses


Responsibilities:
  • Build and maintain strong relationships with prospective and existing customers by understanding their needs and providing trusted guidance. 

  • Identify customer risks, coverage needs, and goals, then recommend appropriate insurance solutions to help protect what matters most. 

  • Develop and execute a business development plan to generate new opportunities, strengthen customer relationships, and grow a successful book of business. 

  • Build relationships within the community through networking, local events, and partnerships with individuals, businesses, and organizations. 

  • Collaborate with underwriting and other internal teams to help deliver insurance solutions that meet customer needs. 

  • Provide responsive, high-quality customer service by addressing questions, resolving concerns, and supporting customers throughout their insurance experience. 

  • Continuously develop industry and product knowledge to provide informed recommendations and stay current with changing customer needs and market trends.


Qualifications:
  • Experience building and nurturing relationships with clients, partners, and community members.  

  • Ability to effectively communicate complex concepts in a clear and relatable manner.  

  • Strong organizational skills to manage databases and records efficiently.  

  • Ability to stay informed about industry trends and policy changes to provide up-to-date advice.  

  • Comfortable networking with local businesses and homeowners to expand client base and influence community presence.  

  • Sales experience and a history of achieving performance goals are valued; however, we also welcome motivated individuals who are eager to build a successful career in insurance sales.  

  • Experience working with clients and business partners to facilitate applications, policy servicing, underwriting requirements, or other customer-focused processes is a plus.  

  • Licensed in property, casualty, and life insurance—or committed to obtaining licenses within 60 days of being hired. 


About Company

At Rural Mutual Insurance, we have been protecting what we value in Wisconsin since 1934. Our reputation as one of the top 50 property and casualty companies in the country was built delivering on that promise exclusively for Wisconsin farms, businesses, and families. We provide Auto, Home, Life, Farm, and Commercial insurance throughout the state of Wisconsin.

We have a network of more than 150 Agents in 100+ locations across the state. Our agents live and work in your communities. We understand your needs and work as hard as you do to ensure you are well-protected with the coverage that is best for you. We prevent situations from becoming problems. Because we only do business in Wisconsin, we make sure that premiums paid here, stay here to keep Wisconsin strong. Since our founding, we have been headquartered in Madison.