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Life Insurance Jobs in Madison, WI (NOW HIRING)

The Long Agency

Life Insurance Sales Agent

Madison, WI · On-site +1

$30K - $160K/yr

Our agents help clients find life insurance solutions that fit their needs while building a flexible, purpose-driven business with access to training, mentorship, technology, and a proven lead system.

New

Lone Star Careers

Remote Life Insurance Agent

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Life Insurance information

See Madison, WI salary details

$30.7K

$88.8K

$132.5K

How much do life insurance jobs pay per year?

As of Aug 15, 2026, the average yearly pay for 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 are typical career advancement opportunities for someone starting in a life insurance sales role?

Professionals who start in life insurance sales often have multiple career paths available as they gain experience. Many advance to roles such as senior agents, team leaders, or sales managers, where they may oversee other agents or entire teams. Some professionals choose to specialize in areas like estate planning or become independent brokers, expanding the range of products and services they offer. Ongoing professional development, such as obtaining advanced certifications or designations, can also open doors to higher-level opportunities in insurance sales, management, or even regional leadership roles. Companies often provide training and mentorship programs to support this career growth.

What are the key skills and qualifications needed to thrive in a life insurance position?

To thrive in life insurance sales, you need a solid understanding of insurance products, financial services, and a relevant licensing certification such as a state-issued life insurance license. Familiarity with customer relationship management (CRM) software, quoting tools, and digital application systems is typically expected. Outstanding interpersonal communication, resilience, and consultative selling are important soft skills in this role. These competencies enable life insurance professionals to effectively build client relationships, navigate complex products, and achieve sales goals in a competitive market.

What is a life insurance job?

A Life Insurance job typically involves selling and managing life insurance policies to help clients secure financial protection for their families. Professionals in this field assess clients' needs, explain policy options, and guide them in selecting the right coverage. They may work as agents, brokers, or underwriters for insurance companies. Strong communication and sales skills are essential in this career.

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 Life Insurance jobs in Madison, WI?

For Life Insurance jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Life Insurance jobs in Madison, WI look for?

The top searched job categories for Life Insurance jobs in Madison, WI are:

What cities near Madison, WI are hiring for Life Insurance jobs?

Cities near Madison, WI with the most Life Insurance job openings:

Life Insurance jobs near you
Infographic showing various Life Insurance job openings in Madison, WI as of August 2026, with employment types broken down into 55% Full Time, and 45% Part Time. Highlights an 49% In-person, and 51% Remote job distribution, with an average salary of $88,800 per year, or $42.7 per hour.

Life Insurance Sales Agent

The Long Agency

Madison, WI • On-site, Remote

$30K - $160K/yr

Full-time

Posted 2 days ago

New

Job description

About the Long Agency:

The Long Agency, within Symmetry Financial Group, is growing and looking for driven individuals who want to build a meaningful career helping families protect what matters most. Our agents help clients find life insurance solutions that fit their needs while building a flexible, purpose-driven business with access to training, mentorship, technology, and a proven lead system.

Whether you are already licensed or exploring a new career path, the Long Agency provides the support, systems, and development path needed to help motivated individuals launch and grow in the insurance industry.

No prior sales or insurance experience is required.

Position Overview:

As a Life Insurance Sales Agent with the Long Agency, you will work with individuals and families who have requested information about life insurance coverage. This is a consultative sales role focused on helping clients understand their options, secure appropriate coverage, and protect their loved ones.

Agents have the ability to work virtually and manage their own schedules on either a part-time or full-time basis. This role is best suited for self-motivated, coachable individuals who value personal growth, service, integrity, and income potential.

Core Responsibilities:

  • Consult with prospective and current clients to understand their life insurance needs and recommend appropriate coverage options.
  • Meet virtually with individuals who have requested life insurance information through a proven lead system, with no cold calling required.
  • Guide clients through the application and policy process.
  • Manage administrative tasks including documentation, policy processing, and accurate client records.
  • Participate in team calls, mentorship sessions, and training opportunities, either virtually or in person.
  • Build and maintain strong relationships with clients, mentors, team members, and carrier partners.

What you’ll bring:

  • Willingness to obtain a life insurance license (with our help)
  • A strong, coachable work ethic
  • High character and integrity
  • A familiarity with CRM platforms is helpful
  • An ability to build and nurture internal and external relationships
  • Must be 18+ and legally authorized to work in the U.S.

What you’ll get:

  • The ability to work when and where you choose
  • Guided mentorship throughout your development
  • Game-changing technology and support
  • The industry’s only value-based leads program
  • World class culture and leadership development

Pay:

  • 1099 contractor; commissions only
  • Part-Time Uncapped Potential: estimated $30,000–$60,000+ / first year (15–20 hrs/week)
  • Full-Time Uncapped Potential: estimated $84,000–$160,000+ / first year (35–45 hrs/week)

Apply now and own your career today.

No agent’s success, earnings, or production results should be viewed as typical, average, or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the insurance needs of the customers in the geographic areas in which you choose to work.

By submitting this form, you agree to recurring contact from Symmetry Financial Group LLC and its affiliated companies under common control and their insurance agents via text & live, automated, A.I., or prerecorded calls, including for marketing or recruiting purposes. Consent not a condition of purchase.

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