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

SPECTRUM

Entry Level Sales

Madison, 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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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 Sep 4, 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 an entry level insurance job?

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 key skills and qualifications needed to thrive as an entry level insurance professional?

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 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.

How to get a job in entry level insurance with no experience?

Entry level insurance positions often require a high school diploma or equivalent and good communication skills. Candidates can improve their chances by obtaining relevant certifications such as the Property and Casualty license and gaining knowledge of insurance policies through online courses or training programs. Internships or volunteering can also provide valuable experience and demonstrate interest in the field.

What do entry level insurance agents do?

Entry level insurance agents assist clients in selecting insurance policies, explain coverage options, and process applications. They often conduct sales, provide customer service, and may use insurance software to manage policies, typically working under supervision to gain experience and may need to obtain relevant licensing.

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 August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $57,075 per year, or $27.4 per hour.

Entry Level Sales

SPECTRUM

Madison, WI

$27K/yr

Full-time

Re-posted 29 days ago

Spectrum rating

7.9

Company rating: 7.9 out of 10

Based on 615 frontline employees who took The Breakroom Quiz

30th of 101 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.

For a limited time only, we are pleased to offer a $5,000 hiring bonus for qualified candidates.  This bonus will be paid in two installments at successful completion of 90 days and 180 days of employment.  All applicable taxes and withholdings will apply. Hiring Bonus Eligibility for External Hires Only.

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

#ZRSM2


#LI-SM2
SDT212 2026-81394 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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