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

Reid Agency

Remote Entry Level Sales Rep

Janesville, WI · Remote

$500 - $30K/wk

As an Entry Level Sales Rep, you will be responsible for utilizing your computer skills to ... Benefits Excellent Income Opportunity Bonuses Trips Mentorship Life Insurance Medical, Dental ...

Reid Agency

Remote Entry Level Sales Rep

Janesville, WI · On-site

$500 - $30K/wk

As an Entry Level Sales Rep, you will be responsible for utilizing your computer skills to ... Benefits Excellent Income Opportunity Bonuses Trips Mentorship Life Insurance Medical, Dental ...

AO ASPIRE

Be Seen First

Remote Entry Level Sales

Madison, WI · Remote

$1K - $500K/yr

With a rich history of serving communities for over a century, we specialize in life insurance solutions tailored to the unique needs of these families. Join our team and be part of a company that ...

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Entry Level Life Insurance information

See Madison, WI salary details

$30.7K

$88.8K

$132.5K

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

As of May 28, 2026, the average yearly pay for entry level life insurance in Madison, WI is $88,787.00, according to ZipRecruiter salary data. Most workers in this role earn between $73,100.00 and $100,800.00 per year, depending on experience, location, and employer.

What is an Entry Level Life Insurance job?

An Entry Level Life Insurance job typically involves helping clients understand and purchase life insurance policies. Responsibilities may include generating leads, explaining coverage options, and processing applications. Most positions require strong communication skills and a willingness to learn about insurance products. Some roles offer training and licensing support. This is a great starting point for a career in the insurance industry.

What are the key skills and qualifications needed to thrive in the Entry Level Life Insurance position, and why are they important?

To thrive as an Entry Level Life Insurance agent, you need strong interpersonal skills, basic knowledge of insurance products, and typically at least a high school diploma or equivalent. Familiarity with customer relationship management (CRM) software and the process for obtaining state life insurance licensing is also important. Outstanding communication, persistence, and the ability to build trust quickly are valuable soft skills for success in this field. These skills enable agents to effectively connect with clients, understand their needs, and provide the best insurance solutions in a competitive industry.

What does a typical day look like for someone in an Entry Level Life Insurance role?

A typical day for an Entry Level Life Insurance agent often involves reaching out to prospective clients, scheduling consultations, and meeting with individuals or families to assess their insurance needs. You’ll also spend time preparing quotes, completing applications, and following up on leads, either independently or as part of a team. Many agents participate in team meetings for training, role-playing sales scenarios, and staying updated on policy changes. The work environment is usually a mix of office-based tasks and fieldwork, offering variety and opportunities to develop valuable sales and customer service skills.

What jobs make $3,000 a month without a degree?

Entry-level life insurance agents can earn around $3,000 per month through commissions and sales, often without requiring a college degree. Other jobs that may reach this income level include sales representatives, customer service managers, and certain skilled trades like electricians or HVAC technicians, which typically require vocational training or certifications rather than a degree.
More about Entry Level Life Insurance jobs
What are the most commonly searched types of Life Insurance jobs in Madison, WI? The most popular types of Life Insurance jobs in Madison, WI are:
What are popular job titles related to Entry Level Life Insurance jobs in Madison, WI? For Entry Level Life Insurance jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Entry Level Life Insurance jobs in Madison, WI look for? The top searched job categories for Entry Level Life Insurance jobs in Madison, WI are:
What cities near Madison, WI are hiring for Entry Level Life Insurance jobs? Cities near Madison, WI with the most Entry Level Life Insurance job openings:
Entry Level Life Insurance jobs near you
Infographic showing various Entry Level Life Insurance job openings in Madison, WI as of May 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 99% Physical, and 1% Hybrid job distribution, with an average salary of $88,787 per year, or $42.7 per hour.

Remote Entry Level Sales Rep

Reid Agency

Janesville, WI • Remote

$500 - $30K/wk

Full-time

Medical, Dental, Vision, Life

Posted 13 days ago

Job description

-----------------

We are seeking a motivated and goal-oriented Entry Level Sales Representative to join our remote team in the Financial Services industry. As an Entry Level Sales Rep, you will be responsible for utilizing your computer skills to follow up with leads, build relationships with clients, and match clients with appropriate 

solutions. The ideal candidate should possess a strong work ethic, be self-motivated, and exhibit servant leadership qualities.

Responsibilities:

  • Utilize computer skills to identify and pursue new sales opportunities
  • Build and maintain relationships with clients to understand their financial needs
  • Provide excellent customer service and support to clients

This is a 1099 - 100% Commission pay structure where you will earn what you know you are worth!  

Requirements:

  • 0-1 year of experience in sales or a related field
  • Strong computer skills
  • Self-motivated with excellent work ethic
  • Servant leadership qualities
  • Goal-oriented mindset

If you are a driven individual with a passion for sales and a desire to excel in the Financial Services industry, we encourage you to apply for this remote Entry Level Sales Rep position.

Benefits

Excellent Income Opportunity

Bonuses

Trips

Mentorship

Life Insurance

Medical, Dental, Vision group plans available

Employment Type: FULL_TIME

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