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Entry Level Insurance Sales Jobs in Wisconsin (NOW HIRING)

SPECTRUM

Entry Level Sales

Baraboo, 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

Rhinelander, 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

Onalaska, 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

Beloit, 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

Onalaska, 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

Altoona, 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

$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 ...

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All JobsInsurance Sales JobsEntry Level Insurance Sales JobsEntry Level Insurance Sales Jobs in Wisconsin

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 Aug 23, 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 is an entry level insurance sales job?

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 skills and qualifications are needed for entry level insurance sales?

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.

What are 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 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.

How to get a job in insurance sales with no experience?

Entry level insurance sales positions often do not require prior experience; instead, employers look for strong communication skills, a customer-focused attitude, and a willingness to learn. Candidates can improve their chances by obtaining relevant certifications, such as a license in insurance sales, and demonstrating enthusiasm during interviews. Training is typically provided on the job, making it accessible for newcomers to enter the field.

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 job typically involves a commission-based structure and a learning curve for new representatives.

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

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

Entry Level Insurance Sales jobs near you
Infographic showing various Entry Level Insurance Sales job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 19% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $45,467 per year, or $21.9 per hour.

Entry Level Sales

SPECTRUM

Baraboo, WI

$27K/yr

Full-time

Re-posted yesterday

Spectrum rating

7.9

Company rating: 7.9 out of 10

Based on 614 frontline employees who took The Breakroom Quiz

30th of 99 rated telecommunications companies

Job description

This role requires the ability to work lawfully in the U.S. without employment-based immigration sponsorship, now or in the future.

Do you enjoy connecting people to reliable telecommunication services while engaging directly with your community? As an Outside Sales Representative at Spectrum, you will represent our trusted products through face-to-face interactions with prospective customers, expanding access to high-speed data and communication solutions. Your efforts will drive meaningful connections and contribute to Spectrum’s growth and customer satisfaction.

Join Spectrum and unlock your potential with a competitive base salary plus lucrative incentives that can bring top performers to a total compensation of over $100,000 a year! And that’s not all, enjoy free and discounted Spectrum services like internet, TV, and mobile while building a long and rewarding career. 


How You’ll Make an Impact   

  • Acquire new residential customers by visiting assigned leads and introducing Spectrum’s offerings
  • Conduct consultative needs analyses to tailor product recommendations for each prospective customer
  • Present compelling sales proposals that align with customer needs and highlight Spectrum’s solutions
  • Complete all required sales documentation accurately, including dispositioning, order entry and reporting
  • Participate actively in sales meetings and training sessions to support team goals and professional development
  • Achieve monthly sales targets across high-speed data, mobile, landline phone and video services
  • Monitor competitors’ activities within your territory and communicate relevant information to your manager

Working Conditions   

  • Spend approximately 90% of time outdoors in all seasons, with potential exposure to inclement weather
  • Minimal time in an office environment
  • Exposure to moderate noise levels

What You’ll Bring to Spectrum   

Required Qualifications   

Education  

  • High School Diploma or equivalent work experience

Skills   

  • Ability to read, write, speak and understand English language
  • Engaging interpersonal skills
  • Ability to listen, formulate needs based sales strategies, and articulate pitches to sell products and services
  • A passion to succeed and strong personal drive to sell to prospective customers
  • Ability to travel (including during inclement weather) to and from assigned territories and company facilities
  • Familiarity with computer operating systems and software applications as well as consumer and commercial communication devices (e.g., PDAs, smartphones, routers, modems, set-top converters, and wireless devices)
  • Must be able to work evenings and weekends, and as business needs dictate to maximize prospective customer contact
  • Ability to work independently with little or no supervision
  • 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

Skills

  • Success in a previous sales position, prospecting or cold calling; direct sales experience is preferred
  • Knowledge of cable or telecommunications services, with an emphasis on data networking fundamentals and ability to educate consumers on related products and services as needed

Physical Requirements

  • Travel door to door for extensive periods through local communities
  • Able to lift and transport 10-20 pounds

#LI-DS3
SDT212 2026-80034 2026
Here, our employees don’t just have jobs, they're building careers. That’s why we offer a comprehensive pay and benefits package that rewards employees for their contributions to our success, supporting all aspects of their well-being at every stage of life.
A qualified applicant’s criminal history, if any, will be considered in a manner consistent with applicable laws, including local ordinances.
Get to Know Us Charter Communications provides superior communication and entertainment products for residential and business customers through the Spectrum brand. Our offerings include Spectrum Internet®, TV, Mobile and Voice. Beyond our connectivity solutions, we also provide local news, programming and regional sports via Spectrum Networks and multiscreen advertising solutions via Spectrum Reach. When you join our team, you’ll be keeping our customers connected to what matters most in 41 states across the U.S. Watch this video to learn more.
Grow Your Career Here We’re committed to growing a workforce that reflects the customers and communities we serve – providing opportunities for employment and advancement to all team members. Spectrum is an Equal Opportunity Employer, including job seekers with disabilities and veterans. Learn about Life at Spectrum.

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About Spectrum

Sourced by ZipRecruiter

Spectrum is America's fastest-growing TV, internet and voice provider. Our organization is one filled with a diverse group of hardworking people. They're committed to helping us grow, and we're committed to growing with them because making sure everyone reaches their full potential is a key part of our mission.

Industry

Technology, communication and media and telecommunications

Company size

10,000+ Employees

Headquarters location

Stamford, CT, US

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